Co-reporter:Mian Cai, Xichang Bao, Yan Fang Liu, Chenchen Li, Xiao Wang, Zhenggang Lan, Renqiang Yang, and Xiaobo Wan
Chemistry of Materials November 14, 2017 Volume 29(Issue 21) pp:9162-9162
Publication Date(Web):October 13, 2017
DOI:10.1021/acs.chemmater.7b03025
Fluorination density and regioregularity are known factors that have high impact on the performance of organic solar cells; however, due to the limited available fluorination positions, the influence of backbone fluorination positions (such as ortho, para, and meta) has not been well studied. Here we disclose that the fluorination position on a conjugated polymer backbone may have completely opposite effects on its performance. Specifically, compared to the nonfluorinated control, Devices fabricated with the conjugated polymer based on para-fluorinated dibenzo[c,h][2,6]naphthyridine-5,11-(6H,12H)-dione (DBND) block exhibit improved power conversion efficiencies (PCEs) up to 6.55%, while devices fabricated with the conjugated polymer based on ortho-fluorinated DBND block exhibit much worse PCEs as low as 1.44%, although both polymers have similar HOMO/LUMO levels, bandgaps, and backbone torsion angles. It is found that different fluorination positions result in different dipole moments, intermolecular binding energies, and syn/anti conformer ratios, which eventually lead to the distinct phase-separation behaviors of the corresponding solar cells.
Co-reporter:Mian Cai, Zhiyuan Zhao, Yanfang Liu, Xiao Wang, Yunqi Liu, Zhenggang Lan, and Xiaobo Wan
Macromolecules November 14, 2017 Volume 50(Issue 21) pp:8497-8497
Publication Date(Web):October 27, 2017
DOI:10.1021/acs.macromol.7b01575
Lactam-containing conjugated molecules are important building blocks for conjugated polymers for high performance organic field-effect transistors (OFETs). The alkylation on conjugated lactam building blocks may preferably produce either O-alkylated or N-alkylated isomers, which might have different influences on the HOMO/LUMO energy levels, π–π stacking patterns and crystallinity of the corresponding polymers. However, the influence of O-alkylation and N-alkylation on the OFET performance of the resultant polymers has not been reported. Here, with an improved synthetic strategy, we prepared the N-alkylated isomer of dibenzonaphthyridinedione (DBND), a tetracyclic lactam building block that used to give O-alkylated product preferably, which gave us a chance to compare the influence of N-alkylated DBND (N-DBND) and O-alkylated DBND (O-DBND) on the OFET performance of the corresponding polymers. It was found that the polymer based on N-DBND exhibits a much higher hole mobility (0.55 cm2 V–1 s–1), almost 100 times greater than the one based on O-DBND (0.006 cm2 V–1 s–1). The reasons for such a huge difference were thoroughly investigated theoretically and experimentally. It was found that repeating unit in the polymer based on N-DBND exhibits a much higher dipole moment (1.56 D) than that based on O-DBND (0.49 D), which results in a much stronger intermolecular binding energy (−57.2 vs −30.0 kcal mol–1). Although both polymers exhibits very similar coplanarity and crystalline patterns, stronger intermolecular interaction of the polymer based on N-DBND leads to shorter π–π stacking distance (3.63 vs 3.68 Å), which results in a film with higher crystallinity and highly interconnected fibrillar domains, and accounts for its high charge carrier mobility, as evidenced by 2D-GIXD and AFM analysis. We come to the conclusion that the more polar amide bond in N-DBND is the major factor which governs the charge transport properties, which overwhelms the side-chain engineering effect that O-alkylation might bring in (the branching point of the side-chain of an O-DBND-based polymer is one more atom away from the polymer backbone and results in less steric hindrance).
Co-reporter:Huanrui Zhang, Mian Cai, Chenchen Li, Xiao Wang, and Xiaobo Wan
ACS Omega July 2017? Volume 2(Issue 7) pp:3201-3201
Publication Date(Web):July 6, 2017
DOI:10.1021/acsomega.7b00587
A highly efficient and easily scalable synthetic method toward N-unsubstituted thienoisoindigo (TII) is developed with more than 25% overall yield, which is higher than the reported cases, and allows facile side-chain manipulation of the thienoisoindigo core.Topics: Dimerization;
Co-reporter:Youbing Mu, Xiao Wu, Danfeng Pei, Zelin Wu, Chen Zhang, Dongshan Zhou, and Xiaobo Wan
ACS Biomaterials Science & Engineering December 11, 2017 Volume 3(Issue 12) pp:3133-3133
Publication Date(Web):October 26, 2017
DOI:10.1021/acsbiomaterials.7b00673
Although the role of 3,4-dihydroxyphenyl-L-alanine(DOPA)in mussel foot proteins (mfps) in the realization of underwater bonding has been widely recognized, the role of the polarity of the polymer was largely overlooked. Here, by systematically comparing the underwater bonding properties of four mussel-inspired adhesives with different amide/lactam contents but similar catechol contents and molecular weights, we came to the conclusion that the polarity of the polymers also contributes to the strong underwater bonding. With the increase in the amide/lactam contents, the polarity of the polymeric adhesive increases, which correlates to the improved underwater bonding strength. A dielectric constant is introduced to evaluate the polarity of the polymer, which may be used as a guidance for the design of mussel-inspired adhesives with even better underwater bonding properties.Keywords: backbone influence; dielectric; mussel-inspired materials; poly(N-vinylpyrrolidone); underwater adhesive;
Co-reporter:Youbing Mu;Zelin Wu;Yan Ma;Jiyong Zheng;Wei Zhang;Zhiyong Sun;Xiao Wang;Danfeng Pei;Liang Li;Wei Jiang;Jian Hou
Journal of Materials Chemistry B 2017 vol. 5(Issue 9) pp:1742-1752
Publication Date(Web):2017/03/01
DOI:10.1039/C6TB03176E
Although mussel-inspired coatings have been extensively studied, most of them suffer from high-cost preparation, poor mechanical strength and low abrasion resistance, which impede them from practical applications. In this study, we report the synthesis of low-cost but robust mussel-inspired coatings based on polyvinyl alcohol (PVA), which could continuously release zinc ions at a high release rate when immersed into artificial seawater (ASW). The coating exhibits high mechanical strength, strong adhesion to stainless steel (SS), and excellent anti-abrasion properties. Moreover, a complicated fabrication process is not required for the coating, which makes it a potential candidate for marine antifouling coating.
Co-reporter:Huanrui Zhang;Zhiyuan Zhao;Na Zhao;Yu Xie;Mian Cai;Xiao Wang;Yunqi Liu;Zhenggang Lan
RSC Advances (2011-Present) 2017 vol. 7(Issue 40) pp:25009-25018
Publication Date(Web):2017/05/05
DOI:10.1039/C7RA01139C
Donor–acceptor (D–A) type conjugated polymers have been extensively studied for organic field-effect transistors (OFETs), while the homopolymers of acceptors were much less investigated. However, conjugated homopolymers are structurally simpler, so their solid-phase behavior such as packing pattern, long-range order and crystallinity are more predictable, so are their charge-transport properties. Here we report the synthesis of the homopolymer of thiophene-fused isoindigo (TII), which was directly obtained using a “one-pot” polymerization method either via Suzuki condensation polymerization (denoted as PTII-1) or Stille condensation polymerization (denoted as PTII-2), respectively. To further elucidate the structure–property relationship of the PTII, TII was also copolymerized with II to give P(TII-co-II) for comparison. Encouragingly, solution-processed OFETs based on PTII-2 exhibited ambipolar transport behavior with balanced hole and electron mobilities (0.065 and 0.15 cm2 V−1 s−1, respectively) after annealing, which is two orders higher than that of P(TII-co-II). 2D grazing incidence X-ray diffraction (2D-GIXRD) analysis explicitly showed that PTII films have much better well-ordered structure and crystallinity than P(TII-co-II), which accounted for their better OFET performance. To the best of our knowledge, PTII-2 is among the best homopolymers of A units with high ambipolar charge-carrier mobility, indicating that the design of such homopolymers might be an important strategy toward high performance polymer OFETs. In addition, the “one-pot” homopolymerization of dibromo-monomers via Suzuki or Stille condensation also provides a more convenient way to construct conjugated homopolymers, which deserves a closer study.
Co-reporter:Mian Cai, Xichang Bao, Xiao Wang, Huanrui Zhang, Meng Qiu, Renqiang Yang, Chunming Yang, and Xiaobo Wan
Chemistry of Materials 2016 Volume 28(Issue 17) pp:6196
Publication Date(Web):August 30, 2016
DOI:10.1021/acs.chemmater.6b02225
Most wide-bandgap (WBG) conjugated polymers with Eg > 2.2 eV exhibit low power conversion efficiency (PCE) due to their limited absorption window. Here we report the synthesis of a novel tetracyclic fused building block dibenzonaphthyridinedione (DBND) from isoindigo and its application as an acceptor building block for wide-bandgap copolymers with improved PCE. The Stille copolymerization of this building block with 5,5′-bis(trimethylstannyl)-2,2′-bithiophene (2T) and (E)-1,2-bis(5-(trimethylstannyl)thiophen-2-yl)ethane (TVT) results in two WBG polymers PDBND-2T (Eg 2.32 eV) and PDBND-TVT (Eg 2.23 eV), respectively. Both polymers act as excellent donors in high-performance organic solar cells (OSCs). When blended with phenyl-C71-butyric acid methyl ester (PC71BM), PDBND-2T based OSCs exhibit a PCE of 5.75%, which makes it the broadest bandgap OSCs with PCE over 5%. PDBDN-TVT based OSCs featured a high PCE up to 6.32%. Such efficiency is the highest reported to date for a conjugated polymer at such a broad bandgap. Moreover, without additives or annealing process, PDBND-TVT based OSCs exhibit an efficiency around 6.0% with a thick active layer (240 nm) and the performance shows little sensitivity to polymer:PC71BM weight ratios (range from 1:1.5 to 1:3), which makes PDBND-TVT a potential material for processable large-area tandem or ternary OSCs.
Co-reporter:Na Zhao, Na Ai, Mian Cai, Xiao Wang, Jian Pei and Xiaobo Wan
Polymer Chemistry 2016 vol. 7(Issue 1) pp:235-243
Publication Date(Web):23 Oct 2015
DOI:10.1039/C5PY01488C
A series of donor–acceptor (D–A) type conjugated polymers based on novel thiophene-fused isoindigo (TII) were designed and synthesized via palladium catalyzed Stille copolymerization. We found that the redesign of the synthesis of brominated TII was necessary, and the α-bromination had to be completed at the very beginning, or β-brominated TII was obtained, which only led to cross conjugated polymers. Once the bromination was introduced at the correct position, fully conjugated D–A type polymers could be obtained. A series of fully conjugated polymers were obtained by Stille coupling polymerization of α-brominated TII with different donors, and among them, copolymers with thiophene (T) and (E)-1,2-bis(3-octylthiophen-2-yl)ethene (TVT-8) showed acceptable solubility and were suitable to fabricate solution-processable organic field-effect transistors (OFETs). Top-gate/bottom-contact (TG/BC) devices were constructed for the polymers to test their OFET performances. Both fully conjugated polymers exhibit two-orders of magnitude higher charge carrier mobilities than the cross conjugated ones, and PTII-T shows balanced electron and hole mobilities and PTII-TVT-8 is a p-type dominated semiconductor. These observations indicated that the developed TII unit that has improved coplanarity can be a promising building block for the construction of highly efficient conjugated polymers for OFET applications.
Co-reporter:Youbing Mu
Macromolecular Rapid Communications 2016 Volume 37( Issue 6) pp:545-550
Publication Date(Web):
DOI:10.1002/marc.201500723
Co-reporter:Xiao Wang;Zhiyuan Zhao;Na Ai;Jian Pei;Yunqi Liu
European Journal of Organic Chemistry 2016 Volume 2016( Issue 15) pp:2603-2607
Publication Date(Web):
DOI:10.1002/ejoc.201600363
Abstract
Benzopyrazinoisoindigo, a pigment reported 40 years ago, should be a good candidate for n-type semiconductors if the reported structure is correct. Reinvestigation of this molecule revealed that it is actually (4H,4′H)-benzopyrazinoisoindigo, which could be considered as the reduced form of benzopyrazinoisoindigo, and hence, it is a good candidate for p-type semiconductors. The route toward the synthesis of this molecule was optimized, and a mechanism was accordingly proposed. A field-effect transistor based on this material showed a hole mobility up to 2.5 × 10–2 cm2 V–1 s–1.
Co-reporter:Sasa Xue, Danfeng Pei, Wei Jiang, Youbing Mu, Xiaobo Wan
Polymer 2016 Volume 99() pp:340-348
Publication Date(Web):2 September 2016
DOI:10.1016/j.polymer.2016.07.034
•Biodegradable hydrogels with both good mechanical properties and high water content were obtained.•A simple and scalable strategy for the preparation of a biodegradable PU prepolymer was described.•The prepolymer forms a poly(urethane-urea) hydrogel in few minutes when mixed with water.•The maximum water retaining capacity of the hydrogel can be up to 38 times of PU prepolymer (in mass).The synthesis of biodegradable hydrogels with both good mechanical properties and high water content is still a great challenge. In this study, a simple and scalable strategy for the preparation of a biodegradable polyurethane prepolymer composed of isocyanate terminated linear polyethylene glycol (L-PEG) and isocyanate terminated three-armed poly(l-lactic acid) (T-PLLA) is described. When mixed with water, the prepolymer forms a poly(urethane-urea) hydrogel in few minutes. The effect of the molecular weight and the feeding ratio of L-PEG and T-PLLA on the mechanical property of the poly(urethane-urea) hydrogel is discussed. The resulting hydrogel shows good mechanical properties with high tensile strength (up to 108 KPa) and recorded elongation rate (4500%), while maintaining high water content (up to 91% mass ratio). Meanwhile, the maximum water retaining capacity of the hydrogel can be up to 38 times of PU prepolymer (in mass), which is equal to 97.4% water content. Its degradation property is analyzed by the loss of tensile strength and cross section morphology through SEM with time. Such a low cost and biodegradable poly(urethane-urea) hydrogel, which combines fast hydrogel formation, high water content and good mechanical properties, might be used as potential candidates for applications in agrological field, such as sand fixing in desertification control.
Co-reporter:Ruiying Gong, Fei Li, Chunpeng Yang and Xiaobo Wan
Nanoscale 2015 vol. 7(Issue 48) pp:20369-20373
Publication Date(Web):11 Nov 2015
DOI:10.1039/C5NR06095H
A peptide sequence N3-GVGV-OMe (G: glycine; V: valine) was attached to a benzene 1,3,5-tricarboxamide (BTA) derivative via “click chemistry” to afford a C3-symmetric artificial oligopeptide. The key feature of this oligopeptide is that the binding sites (triazole groups formed by click reaction) are located at the center, while the three oligopeptide arms with a strong tendency to assemble are located around it, which provides inner space to accommodate nanoparticles via self-assembly. The inclusion of Cu nanoclusters and the formation of one-dimensional (1D) arrays inside the nanofibers of the C3-symmetric artificial oligopeptide assembly were observed, which is quite different from the commonly observed nanoparticle growth on the surface of the pre-assembled oligopeptide nanofibers via the coordination sites located outside. Our finding provides an instructive concept for the design of other stable organic–inorganic hybrid 1D arrays with the inorganic nanoparticles inside.
Co-reporter:Ailei Li, Youbing Mu, Wei Jiang and Xiaobo Wan
Chemical Communications 2015 vol. 51(Issue 44) pp:9117-9120
Publication Date(Web):27 Apr 2015
DOI:10.1039/C5CC00101C
A mussel-inspired adhesive based on a polyvinylpyrrolidone (PVP) backbone shows a much higher bonding strength under underwater/seawater conditions than under dry conditions. We reasoned that besides catechol moieties, the structure and properties of the backbone also play an important role in the realization of strong underwater bonding.
Co-reporter:Zongxia Guo, Ruiying Gong, Yi Jiang and Xiaobo Wan
Soft Matter 2015 vol. 11(Issue 30) pp:6118-6124
Publication Date(Web):29 Jun 2015
DOI:10.1039/C5SM00995B
Oligopeptide-based derivatives are important synthons for bio-based functional materials. In this article, a Gly-(L-Val)-Gly-(L-Val)–coumarin (GVGV–Cou) conjugate was synthesized, which forms 3D networks in ethanol. The gel nanostructures were characterized by UV-vis spectroscopy, FT-IR spectroscopy, X-ray diffraction (XRD), SEM and TEM. It is suggested that the formation of charge transfer (CT) complexes between the coumarin moieties is the main driving force for the gel formation. The capability of the gel to encapsulate and release dyes was explored. Both Congo Red (CR) and Methylene Blue (MB) can be trapped in the CT gel matrix and released over time. The present gel might be used as a functional soft material for guest encapsulation and release.
Co-reporter:Shiliang Xu, Na Ai, Jie Zheng, Na Zhao, Zhenggang Lan, Lirong Wen, Xiao Wang, Jian Pei and Xiaobo Wan
RSC Advances 2015 vol. 5(Issue 11) pp:8340-8344
Publication Date(Web):24 Dec 2014
DOI:10.1039/C4RA14072A
Two isoindigo derivatives fused with benzothiophene (C20-DBTII) and benzofuran (C20-DBFII) heterocycles have been synthesized. Solution-processed OFETs based on C20-DBTII showed ambient-stable ambipolar charge transport behaviour. OFETs based on the C20-DBFII show n-channel behaviour with electron mobility up to 0.074 cm2 V−1 s−1 in ambient conditions.
Co-reporter:Ailei Li;Mingchen Jia;Youbing Mu;Wei Jiang
Macromolecular Chemistry and Physics 2015 Volume 216( Issue 4) pp:450-459
Publication Date(Web):
DOI:10.1002/macp.201400513
Co-reporter:Jie Zheng, Xuhui Zhuang, Li Qiu, Yu Xie, Xiaobo Wan, and Zhenggang Lan
The Journal of Physical Chemistry A 2015 Volume 119(Issue 16) pp:3762-3769
Publication Date(Web):March 27, 2015
DOI:10.1021/acs.jpca.5b00163
1,4-Diazapentalene heteroacenes are potential n-type semiconductors that could be used as a new type of material for organic field-effect transistors (OFETs), but their synthesis is still challenging due to their antiaromaticity. The study on their structure–stability relationship should provide useful guidance to the design of stable diazapentalenes. We examined the stability of several types of heteroacenes bearing the 1,4-diazapentalene core using NICS(1)zz calculations. The influence of the fusion pattern, the introduction of substituents, and the incorporation of other heterocycles on the antiaromaticity of the central 1,4-diazapentalene core was systematically studied. It was found that the linear fusion of aromatic rings to the antiaromatic core increases the stability of the heteroacene. The fusion of electron-poor heterocyclic rings also enhances the stability effectively, whereas the fusion of electron-rich heterocyclic rings destabilizes the system. In addition, the combination of the linear fusion pattern or introduction of electron-poor heterocyclic rings to the antiaromatic core reduces the reorganization energy for electron transport, suggesting a way to achieve better n-type semiconductors.
Co-reporter:Dr. Wei Zhang;Shaona Cao;Dr. Li Qiu;Dr. Fengxia Qi;Zhong Li;Ying Yang;Dr. Shaohua Huang;Fali Bai; Dr. Changning Liu; Dr. Xiaobo Wan; Dr. Shengying Li
ChemBioChem 2015 Volume 16( Issue 4) pp:565-569
Publication Date(Web):
DOI:10.1002/cbic.201402600
Abstract
Mycophenolic acid (MPA, 1) is a clinically important immunosuppressant. In this report, a gene cluster mpa′ responsible for the biosynthesis of 1 was identified from Penicillium brevicompactum NRRL 864. The S-adenosyl-L-methionine-dependent (SAM-dependent) O-methyltransferase encoded by the mpaG′ gene was functionally and kinetically characterized in vitro. MpaG′ catalyzes the methylation of demethylmycophenolic acid (DMMPA, 6) to form 1. It also showed significant substrate flexibility by methylating two structural derivatives of 6 prepared by organic synthesis.
Co-reporter:Li Qiu, Xuhui Zhuang, Na Zhao, Xiao Wang, Zengjian An, Zhenggang Lan and Xiaobo Wan
Chemical Communications 2014 vol. 50(Issue 25) pp:3324-3327
Publication Date(Web):04 Feb 2014
DOI:10.1039/C3CC49418G
A stable unsubstituted 4nπ-electron acene with an antiaromatic 1,4-diazapentalene core was prepared via an unprecedented mild oxidation. Further investigation showed that the stability of such acenes was dependent on the fusion patterns of the peripheryl benzene rings to the centre core.
Co-reporter:Yi Jiang, Xiao Wang, Zengjian An, Xiaobo Wan
Tetrahedron Letters 2014 Volume 55(Issue 25) pp:3545-3548
Publication Date(Web):18 June 2014
DOI:10.1016/j.tetlet.2014.04.094
Diaryl[b,f][1,5]diazocine-based macrocycles 5 and 6 with inner cavities have been synthesized via Hay coupling method. Single crystal of 5 shows that it forms a dimeric aggregate via the weak intermolecular interactions between two adjacent rings, which is rarely reported in such macrocycles. Moreover, SEM results reveal that both macrocycles 5 and 6 assemble with C60 to form well-ordered fullerene-based nano-rod structures.Graphical abstract
Co-reporter:Na Zhao, Li Qiu, Xiao Wang, Zengjian An, Xiaobo Wan
Tetrahedron Letters 2014 Volume 55(Issue 5) pp:1040-1044
Publication Date(Web):29 January 2014
DOI:10.1016/j.tetlet.2013.12.076
Thiophene-fused isoindigo (TII) was synthesized from thieno[2,3-f]indol-6(7H)-one in a one-pot reaction, in which the alkylation, oxidation and condensation were finished in one step. It exhibits better intramolecular charge transfer properties and higher reductive potential compared with isoindigo(II), as evidenced by its optical and electrochemical properties, which shows that it might be used as a building block for n-type or ambipolar OFET materials.
Co-reporter:Ruiying Gong;Zongxia Guo;Fei Li;Yubao Song;Youbing Mu;Ming Li
Macromolecular Chemistry and Physics 2014 Volume 215( Issue 9) pp:906-914
Publication Date(Web):
DOI:10.1002/macp.201300563
Co-reporter:Mingchen Jia, Ailei Li, Youbing Mu, Wei Jiang, Xiaobo Wan
Polymer 2014 Volume 55(Issue 5) pp:1160-1166
Publication Date(Web):10 March 2014
DOI:10.1016/j.polymer.2014.01.028
Mussel-inspired catechol-containing polymers have drawn great attention due to their outstanding adhesive properties. Catechol-containing polyethylene glycol (cPEG) is a well-studied catechol-containing polymer used for tissue repair. Nevertheless, catechols can only be attached to the chain ends of polyethylene glycols thus the bonding strength of the resulting polymers is limited. Aiming at solving the problem, a series of clickable polyoxetane copolymers with grafted catechol moieties were synthesized in an efficient manner. Upon addition of FeCl3 as the cross-linker, strong bonding strength of the adhesive was achieved. Polymer containing 15.5 molar percent of catechol showed the strongest bonding strength up to 5.59 MPa on sanded stainless steel. It was found that the triazole groups also contributed to the overall adhesive performance. This polyoxetane-based adhesive also displayed strong bonding ability to a variety of other substrates including porcine skin.
Co-reporter:Li Qiu, Xiao Wang, Na Zhao, Shiliang Xu, Zengjian An, Xuhui Zhuang, Zhenggang Lan, Lirong Wen, and Xiaobo Wan
The Journal of Organic Chemistry 2014 Volume 79(Issue 23) pp:11339-11348
Publication Date(Web):October 23, 2014
DOI:10.1021/jo501402n
A newly developed reductive ring closure methodology to heteroacenes bearing a dihydropyrrolo[3,2-b]pyrrole core was systematically studied for its scope and limitation. The methodology involves (i) the cyclization of an o-aminobenzoic acid ester derivative to give an eight-membered cyclic dilactam, and (ii) the conversion of the dilactams into the corresponding diimidoyl chloride, which undergoes (iii) reductive ring closure to install the dihydropyrrolo[3,2-b]pyrrole core. The first step of the methodology plays the key role due to its substrate limitation, which suffers from the competition of oligomerization and hydrolysis. All the dilactams could successfully convert to the corresponding diimidoyl chlorides, most of which succeeded to give the dihydropyrrolo[3,2-b]pyrrole core. The influence of the substituents and the elongation of conjugated length on the photophysical properties of the obtained heteroacenes were then investigated systematically using UV–vis spectroscopy and cyclic voltammetry. It was found that chlorination and fluorination had quite a different effect on the photophysical properties of the heteroacene, and the ring fusing pattern also had a drastic influence on the band gap of the heteroacene. The successful preparation of a series of heteroacenes bearing a dihydropyrrolo[3,2-b]pyrrole core would provide a wide variety of candidates for further fabrication of organic field-effect transistor devices.
Co-reporter:Xiuling Sun;Youbing Mu;Jia Zhang;Xiaona Wang;Dr. Pingan Hu;Dr. Xiaobo Wan;Dr. Zongxia Guo;Dr. Shengbin Lei
Chemistry – An Asian Journal 2014 Volume 9( Issue 7) pp:1888-1894
Publication Date(Web):
DOI:10.1002/asia.201402075
Abstract
Tuning and characterizing the interfacial structure of organic semiconductors on graphene is essential for graphene-based devices. Regulation of the supramolecular assembling structure of oligothiophenes on graphene by changing functional groups attached to the backbone of oligothiophenes is described and the assembling behavior is compared with that on the basal plane of highly oriented pyrolytic graphite. It reveals that terminal functional groups attached to the conjugated backbone of oligothiophene can entirely change the assembling structures. Significant solvent and substrate effects have also been confirmed by comparing the assembling structures of oligothiophenes deposited from tetrahydrofuran, 1,2,4-trichlorobenzene, and octanoic acid onto graphene and graphite.
Co-reporter:Dr. Zongxia Guo;Dr. Ruiying Gong;Youbing Mu;Dr. Xiao Wang ;Dr. Xiaobo Wan
Chemistry – An Asian Journal 2014 Volume 9( Issue 11) pp:3245-3250
Publication Date(Web):
DOI:10.1002/asia.201402646
Abstract
The biomolecule-assisted self-assembly of semiconductive molecules has been developed recently for the formation of potential bio-based functional materials. Oligopeptide-assisted self-assembly of oligothiophene through weak intermolecular interactions was investigated; specifically the self-assembly and chirality-transfer behavior of achiral oligothiophenes in the presence of an oligopeptide with a strong tendency to form β-sheets. Two kinds of oligothiophenes without (QT) or with (QTDA) carboxylic groups were selected to explore the effect of the end functional group on self-assembly and chirality transfer. In both cases, organogels were formed. However, the assembly behavior of QT was quite different from that of QTDA. It was found that QT formed an organogel with the oligopeptide and co-assembled into chiral nanostructures. Conversely, although QTDA also formed a gel with the oligopeptide, it has a strong tendency to self-assemble independently. However, during the formation of the xerogel, the chirality of the oligopeptide can also be transferred to the QTDA assemblies. Different assembly models were proposed to explain the assembly behavior.
Co-reporter:Yi Jiang, Fei Zeng, Ruiying Gong, Zongxia Guo, Chuan-Feng Chen and Xiaobo Wan
Soft Matter 2013 vol. 9(Issue 31) pp:7538-7544
Publication Date(Web):29 May 2013
DOI:10.1039/C3SM51052B
Multi-stimuli responsive organogels based on low-molecular-weight gelators (LMWGs) have attracted much attention due to their potential applications. Herein, the synthesis and the self-assembly behavior of a novel molecular gelator based on a tetrapeptide–dithienylcyclopentene conjugate is described. This gelator forms stable gels in THF, acetone and acetonitrile, in which the formation of anti-parallel β-sheets of the biomimetic tetrapeptides is the key driving force. Further studies suggest that the organogel is multi-responsive to various external stimuli including temperature, light, chemicals, and mechanical force. Moreover, in the presence of catechol, this gelator forms a more robust organogel, accompanied by a dramatic change of the assembly manner and rheological properties. These prominent features of this conjugate make it an excellent smart soft material with potential applications in areas such as drug encapsulation and release systems.
Co-reporter:Youbing Mu;Mingchen Jia;Wei Jiang
Macromolecular Chemistry and Physics 2013 Volume 214( Issue 23) pp:2752-2760
Publication Date(Web):
DOI:10.1002/macp.201300473
Co-reporter:Li Qiu, Chunmeng Yu, Na Zhao, Weichao Chen, Yunlong Guo, Xiaobo Wan, Renqiang Yang and Yunqi Liu
Chemical Communications 2012 vol. 48(Issue 100) pp:12225-12227
Publication Date(Web):05 Nov 2012
DOI:10.1039/C2CC36689D
Two linear fused heteroacenes bearing a pyrrolo[3,2-b]pyrrole core have been synthesized via a novel reductive ring closure methodology in three steps and in good overall yield. Preliminary OFET results showed that dinaphtho[2,3-b:2′,3′-f]pyrrolo[3,2-b]pyrrole (DNPP) is a potential candidate for organic electronics.
Co-reporter:Youbing Mu;Zhengxin Han;Yongxin Peng;Shu Zhong
Journal of Applied Polymer Science 2012 Volume 124( Issue 5) pp:4331-4338
Publication Date(Web):
DOI:10.1002/app.35612
Abstract
Soybean meal (SM), an abundant biomass resource, was used as the surrogate to partially replace polyols in rigid polyurethane foam synthesis. Compared with polyurethanes based on other soybean-based resources, such as soybean protein isolate (SPI), polyurethane foams based on activated SM showed better thermal and mechanical properties. The amount of SM in the final polyurethane foams can be as high as 30 wt % (base on the total weight of foam), which dramatically decreases the cost of the foams. The results also showed that SM played a vital role in improving the foam properties, which could be attributed to the participation of the functional groups in SM in the polyurethane foam synthesis. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2012
Co-reporter:Na Zhao, Li Qiu, Xiao Wang, Jianzhong Li, Yi Jiang, Xiaobo Wan
Tetrahedron 2012 68(47) pp: 9665-9671
Publication Date(Web):
DOI:10.1016/j.tet.2012.09.050
Co-reporter:Li Qiu, Xuhui Zhuang, Na Zhao, Xiao Wang, Zengjian An, Zhenggang Lan and Xiaobo Wan
Chemical Communications 2014 - vol. 50(Issue 25) pp:NaN3327-3327
Publication Date(Web):2014/02/04
DOI:10.1039/C3CC49418G
A stable unsubstituted 4nπ-electron acene with an antiaromatic 1,4-diazapentalene core was prepared via an unprecedented mild oxidation. Further investigation showed that the stability of such acenes was dependent on the fusion patterns of the peripheryl benzene rings to the centre core.
Co-reporter:Youbing Mu, Zelin Wu, Yan Ma, Jiyong Zheng, Wei Zhang, Zhiyong Sun, Xiao Wang, Danfeng Pei, Liang Li, Wei Jiang, Jian Hou and Xiaobo Wan
Journal of Materials Chemistry A 2017 - vol. 5(Issue 9) pp:NaN1752-1752
Publication Date(Web):2017/01/19
DOI:10.1039/C6TB03176E
Although mussel-inspired coatings have been extensively studied, most of them suffer from high-cost preparation, poor mechanical strength and low abrasion resistance, which impede them from practical applications. In this study, we report the synthesis of low-cost but robust mussel-inspired coatings based on polyvinyl alcohol (PVA), which could continuously release zinc ions at a high release rate when immersed into artificial seawater (ASW). The coating exhibits high mechanical strength, strong adhesion to stainless steel (SS), and excellent anti-abrasion properties. Moreover, a complicated fabrication process is not required for the coating, which makes it a potential candidate for marine antifouling coating.
Co-reporter:Li Qiu, Chunmeng Yu, Na Zhao, Weichao Chen, Yunlong Guo, Xiaobo Wan, Renqiang Yang and Yunqi Liu
Chemical Communications 2012 - vol. 48(Issue 100) pp:NaN12227-12227
Publication Date(Web):2012/11/05
DOI:10.1039/C2CC36689D
Two linear fused heteroacenes bearing a pyrrolo[3,2-b]pyrrole core have been synthesized via a novel reductive ring closure methodology in three steps and in good overall yield. Preliminary OFET results showed that dinaphtho[2,3-b:2′,3′-f]pyrrolo[3,2-b]pyrrole (DNPP) is a potential candidate for organic electronics.
Co-reporter:Ailei Li, Youbing Mu, Wei Jiang and Xiaobo Wan
Chemical Communications 2015 - vol. 51(Issue 44) pp:NaN9120-9120
Publication Date(Web):2015/04/27
DOI:10.1039/C5CC00101C
A mussel-inspired adhesive based on a polyvinylpyrrolidone (PVP) backbone shows a much higher bonding strength under underwater/seawater conditions than under dry conditions. We reasoned that besides catechol moieties, the structure and properties of the backbone also play an important role in the realization of strong underwater bonding.