Co-reporter:Ming Wang, Cuihong Li, Aifeng Lv, Zhaohui Wang, Zhishan Bo, Fengling Zhang
Polymer 2012 Volume 53(Issue 2) pp:324-332
Publication Date(Web):24 January 2012
DOI:10.1016/j.polymer.2011.12.026
Co-reporter:Ming Wang, Cuihong Li, Aifeng Lv, Zhaohui Wang, and Zhishan Bo
Macromolecules 2012 Volume 45(Issue 7) pp:3017-3022
Publication Date(Web):March 26, 2012
DOI:10.1021/ma202752h
A new alternating copolymer (PSFDTBT) based on spirobifluorene, thiophene, and benzothiadiazole units has been synthesized. PSFDTBT has an optical band gap of 1.97 eV with the low-lying HOMO energy level at −5.4 eV. The hole mobility of the pristine PSFDTBT film spin-cast from o-dichlorobenzene (DCB) solution is 7.26 × 10–3 cm2 V–1 s–1 with on/off ratios in the order of 105. Polymer solar cell devices based on the blend films of PSFDTBT and PC71BM show a high open-circuit voltage of 0.94 V and a power conversion efficiency of 4.6% without any post-treatment. All the device measurements were performed in air without encapsulation. This is the first report on spirobifluorene-based conjugated polymers used for polymer solar cells, demonstrating the great potential of spirobifluorene moiety as an electron-donating unit for the construction of main chain donor–acceptor alternating conjugated polymers for high performance polymer solar cells.
Co-reporter:Mei-fang Liu;Yu-lan Chen;Bo Zhu;Yang Han
Chinese Journal of Polymer Science 2012 Volume 30( Issue 3) pp:405-414
Publication Date(Web):2012 May
DOI:10.1007/s10118-012-1131-5
Two kinds of polyfluorenes bearing two lateral pyrene terminated alkyl chains and two alkyl chains per repeating unit were synthesized by Suzuki polycondensation and used to disperse single-walled carbon nanotubes (SWCNT) in organic solvents. Stable polymer-SWCNT complex can be formed via the multivalent π-π stacking interaction of the lateral pyrene functional groups and the polyfluorene backbone with the outer surface of carbon nanotubes; meanwhile the lateral alkyl chains can impart good solubility to the complex. As expected, polyfluorenes bearing lateral pyrene functional groups and octyl chains exhibited much higher carbon nanotube solubility in common organic solvents than the corresponding polyfluorenes bearing only octyl chains. Photophysical studies indicated that the formation of polymer-SWCNT complex can effectively quench the fluorescence of polyfluorenes.
Co-reporter:Huanli Dong;Wenping Hu
Macromolecular Rapid Communications 2011 Volume 32( Issue 8) pp:
Publication Date(Web):
DOI:10.1002/marc.201190019
Co-reporter:Huanli Dong;Wenping Hu
Macromolecular Rapid Communications 2011 Volume 32( Issue 8) pp:649-653
Publication Date(Web):
DOI:10.1002/marc.201000732
Co-reporter:Yulan Chen;Fan Zhang;Bo Zhu;Yang Han ;Dr. Zhishan Bo
Chemistry – An Asian Journal 2011 Volume 6( Issue 1) pp:226-233
Publication Date(Web):
DOI:10.1002/asia.201000567
Abstract
Herein, the relationship between the supramolecularly self-assembled nanostructures and the chemical structures of coil-rod-coil molecules is discussed. A series of nonamphiphilic coil-rod-coil molecules with different alkyl chains, central mesogenic groups, and chemical linkers were designed and synthesized. The solvent-mediated supramolecular self-assembling of these coil-rod-coil molecules resulted in rolled-up nanotubes, nanofibers, submicron sized belts, needle-like microcrystals, and amorphous structures. The self-assembling behaviors of these coil-rod-coil molecules have been systematically investigated to reveal the relationship between the supramolecularly self-assembled nanostructures and their chemical structures. With respect to the formation of rolled-up nanotubes by self-assembly of coil-rod-coil molecules, we have systematically investigated the following three influencing structural factors: 1) the alkyl chain length; 2) the central mesogenic group; (3) the linker type. These studies disclosed the key structural features of coil-rod-coil molecules for the formation of rolled-up nanotubes.
Co-reporter:Chun Du, Cuihong Li, Weiwei Li, Xiong Chen, Zhishan Bo, Clemens Veit, Zaifei Ma, Uli Wuerfel, Hongfei Zhu, Wenping Hu, and Fengling Zhang
Macromolecules 2011 Volume 44(Issue 19) pp:7617-7624
Publication Date(Web):September 8, 2011
DOI:10.1021/ma201477b
A novel donor–acceptor copolymer containing 9-alkylidene-9H-fluorene unit in the main chain, poly[9-(1′-hexylheptylidene)-2,7-fluorene-alt-5,5-(4′,7′-di-2-thienyl-5′,6′-dialkoxy-2′,1′,3′-benzothiadiazole)] (PAFDTBT), has been synthesized and evaluated in bulk heterojunction polymer solar cells (BHJ PSCs). The polymer possesses a low band gap of 1.84 eV, a low-lying HOMO energy level (5.32 eV), and excellent solubility in common organic solvents. PSCs based on PAFDTBT and (6,6)-phenyl-C71-butyric acid methyl ester (PC71BM) demonstrate a power conversion efficiency (PCE) of 6.2% with a high fill factor (FF) of 0.70, which indicates that 9-alkylidene-9H-fluorene can be a very useful building block for constructing narrow band gap conjugated polymers for high-efficiency BHJ PSCs.
Co-reporter:Jinsheng Song;Chun Du;Cuihong Li
Journal of Polymer Science Part A: Polymer Chemistry 2011 Volume 49( Issue 19) pp:4267-4274
Publication Date(Web):
DOI:10.1002/pola.24870
Abstract
Silole-containing conjugated polymers (P1 and P2) carrying methyl and octyl substituents, respectively, on the silicon atom were synthesized by Suzuki polycondensation. They show strong absorption in the region of 300–700 nm with a band gap of about 1.9 eV. The two silole-containing conjugated polymers were used to fabricate polymer solar cells by blending with PC61BM and PC71BM as the active layer. The best performance of photovoltaic devices based on P1/PC71BM active layer exhibited power conversion efficiency (PCE) of 2.72%, whereas that of the photovoltaic cells fabricated with P2/PC71BM exhibited PCE of 5.08%. 1,8-Diiodooctane was used as an additive to adjust the morphology of the active layer during the device optimization. PCE of devices based on P2/PC71BM was further improved to 6.05% when a TiOx layer was used as a hole-blocking layer. © 2011 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2011
Co-reporter:Weiguo Huang;Ming Wang;Chun Du;Dr. Yulan Chen;Dr. Ruiping Qin;Linjie Su;Chi Zhang;Dr. Zhengping Liu;Cuihong Li;Dr. Zhishan Bo
Chemistry - A European Journal 2011 Volume 17( Issue 2) pp:440-444
Publication Date(Web):
DOI:10.1002/chem.201002574
Co-reporter:Weiwei Li;Yang Han;Yulan Chen;Cuihong Li;Bingsong Li
Macromolecular Chemistry and Physics 2010 Volume 211( Issue 8) pp:948-955
Publication Date(Web):
DOI:10.1002/macp.200900641
Co-reporter:Yulan Chen, Fenghong Li and Zhishan Bo
Macromolecules 2010 Volume 43(Issue 3) pp:1349-1355
Publication Date(Web):January 8, 2010
DOI:10.1021/ma902375a
We present an efficient and convenient synthesis of 3,8-dibromophenanthridine derivatives and their conjugated polymers and demonstrate that phenanthridine-containing conjugated polymers can be used as luminescent chemosensor materials. High molecular weight poly(phenanthridine-co-fluorene)s (P1, P2) and poly(phenanthridine-co-p-phenylene) (P3) were synthesized by palladium-catalyzed Suzuki−Miyaura−Schlüter polycondensation (SMSPC). These phenanthridine-containing polymers are of high quantum yields in solution and show reversible optical response to protonation and deprotonation of the phenanthridine rings.
Co-reporter:Cuihong Li, Zhishan Bo
Polymer 2010 Volume 51(Issue 19) pp:4273-4294
Publication Date(Web):3 September 2010
DOI:10.1016/j.polymer.2010.07.007
In this feature article, we present a short review on the recent development in the construction of structurally perfect red and blue light-emitting materials and highlight such research in our group. We focus mainly on the three-dimensional conjugated structures such as dendrimers, hyperbranched polymers, star polymers, spirobifluorene-based polymers, and spiro-bridged ladder-type oligomers and polymers. Results indicated three-dimensional conjugated structures can efficiently decrease the aggregation of materials, resulting in the improving of the light-emitting efficiency.Figure optionsDownload full-size imageDownload as PowerPoint slide
Co-reporter:Weiwei Li, Ruiping Qin, Yi Zhou, Mattias Andersson, Fenghong Li, Chi Zhang, Binsong Li, Zhengping Liu, Zhishan Bo, Fengling Zhang
Polymer 2010 Volume 51(Issue 14) pp:3031-3038
Publication Date(Web):24 June 2010
DOI:10.1016/j.polymer.2010.05.015
High efficiency organic solar cells (OSCs) require conjugated polymers with a low band gap, broad absorption in visible and IR region, high carrier mobility, and relatively high molecular weight as p-type donor materials. Flexible side chains on the rigid polymer backbone are crucial for the solubility of conjugated polymers. In this work, four polymers with the main chain structure of fluorene-thiophene-benzothiadiazole-thiophene and flexible side chains located on fluorene, thiophene, and benzothiadiazole moiety, respectively, have been synthesized by Suzuki–Miyaura–Schlüter polycondensation. Photovoltaic device measurements with a device configuration of ITO/polymer:PC71BM blends/LiF/Al show that P1 carrying octyloxy chains on benzothiadiazole rings gives the best performance, with a power conversion efficiency of 3.1%.
Co-reporter:Weiguo Huang ; Linjie Su
Journal of the American Chemical Society 2009 Volume 131(Issue 30) pp:10348-10349
Publication Date(Web):July 8, 2009
DOI:10.1021/ja9033846
Hyperbranched polymers with a degree of branching of 100% were prepared by catalyst transfer Suzuki−Miyaura polymerization of AB2 monomers carrying one boronic acid and two aromatic bromo functional groups; in contrast, Suzuki−Miyaura polymerization of the same AB2 monomers using a traditional catalyst afforded hyperbranched polymers with a branching degree of only ∼56%. This is a nice example of controlling the topology of hyperbranched polymers via the catalyst.
Co-reporter:Ruiping Qin ; Weiwei Li ; Cuihong Li ; Chun Du ; Clemens Veit ; Hans-Frieder Schleiermacher ; Mattias Andersson ; Zhishan Bo ; Zhengping Liu ; Olle Inganäs ; Uli Wuerfel ;Fengling Zhang
Journal of the American Chemical Society 2009 Volume 131(Issue 41) pp:14612-14613
Publication Date(Web):September 29, 2009
DOI:10.1021/ja9057986
An alternating copolymer, poly(2-(5-(5,6-bis(octyloxy)-4-(thiophen-2-yl)benzo[c][1,2,5]thiadiazol-7-yl)thiophen-2-yl)-9-octyl-9H-carbazole) (HXS-1), was designed, synthesized, and used as the donor material for high efficiency polymer solar cells. The close packing of the polymer chains in the solid state was confirmed by XRD. A Jsc of 9.6 mA/cm2, a Voc of 0.81 V, an FF of 0.69, and a PCE of 5.4% were achieved with HXS-1 and [6,6]-phenyl C71-butyric acid methyl ester (PC71BM) as a bulk heterojunction active layer spin-coated from a solvent mixture of 1,2-dichlorobenzene and 1,8-diodooctane (97.5:2.5) under air mass 1.5 global (AM 1.5 G) irradiation of 100 mW/cm2.
Co-reporter:Weiwei Li, Chun Du, Fenghong Li, Yi Zhou, Mats Fahlman, Zhishan Bo and Fengling Zhang
Chemistry of Materials 2009 Volume 21(Issue 21) pp:5327
Publication Date(Web):October 12, 2009
DOI:10.1021/cm902611b
Star molecules have many advantages, such as monodispersity, excellent solubility, and vast structures with different functional groups. A set of four-arm star molecules with benzothiadiazole as the core, oligothiophene as the arm, and triphenylamine as the end group and their linear counterparts were designed and synthesized. Organic solar cells (OSCs) fabricated with these star molecules and [6,6]-phenyl C71 butyric acid methyl ester (PC71BM) by spin-coating from solution demonstrate similar short circuit current density (Jsc) and fill factor (FF) but larger open circuit voltage (Voc) in comparison with solar cells fabricated with corresponding linear molecules and PC71BM. A power conversion efficiency (PCE) of 1.8%, with Jsc = 4.9 mA/cm2, Voc = 0.92 V, and FF = 0.41 was achieved with one of these star molecules.
Co-reporter:Yulan Chen, Yuxia Lv, Yang Han, Bo Zhu, Fan Zhang, Zhishan Bo and Chen-Yang Liu
Langmuir 2009 Volume 25(Issue 15) pp:8548-8555
Publication Date(Web):March 16, 2009
DOI:10.1021/la803436h
A novel class of dumbbell-shaped dendritic molecules with a p-terphenylene core was synthesized, and their self-assembling properties were investigated. The incorporation of bulky dendritic wedges to the central stiff aromatic scaffolds could finely tune their solubility in many organic solvents. Unlike the self-assembly behavior of p-terphenylen-1,4′′-ylenebis(dodecanamide), the p-terphenylene cored different generation dendritic molecules could form gels in several kinds of organic solvents through a cooperative effect of the π−π stacking, hydrogen-bonding, and van der Waals forces. Interestingly, significant fluorescence enhancement was observed after gelation. Extensive investigations with atomic force microscopy (AFM), scanning electron microscopy (SEM), transmission electron microscopy (TEM), rheological measurements, UV−vis absorption spectroscopy, FT-IR spectroscopy, 1H NMR, and X-ray powder diffraction (XRD) revealed that these dendritic molecules self-assembled into elastically interpenetrating one-dimensional nanostructures in organogels.
Co-reporter:Fan Zhang, Yan-hong Luo, Jin-sheng Song, Xiao-zhi Guo, Wei-li Liu, Chun-ping Ma, Yong Huang, Mao-fa Ge, Zhishan Bo, Qing-Bo Meng
Dyes and Pigments 2009 81(3) pp: 224-230
Publication Date(Web):
DOI:10.1016/j.dyepig.2008.10.012
Co-reporter:Jinsheng Song, Fan Zhang, Cuihong Li, Weili Liu, Binsong Li, Yong Huang and Zhishan Bo
The Journal of Physical Chemistry C 2009 Volume 113(Issue 30) pp:13391-13397
Publication Date(Web):July 1, 2009
DOI:10.1021/jp8108573
Four metal-free organic dyes (Dye-1, Dye-2, Dye-3, and Dye-4) comprising a triphenylamine moiety as the electron donor, a cyanoacrylic acid or carboxylic acid moiety as the electron acceptor and anchoring groups, and phenylethyne as the bridge were designed at the molecular level and synthesized for use in dye-sensitized solar cells (DSSCs). Their absorption spectra and electrochemical and photovoltaic properties were fully characterized, and the electron distribution with the different acceptors was calculated using density functional theory at the B3LYP/6-31G level. All of these dyes performed as sensitizers for the DSSC test, and the cyanoacrylic acid Dye-4 showed an overall conversion efficiency of 3.61% (Jsc = 9.30 mA/cm2, Voc = 0.73 V, ff = 0.49) under AM 1.5 irradiation (100 mW/cm2), which reached 79% with respect to that of an N719-based device fabricated under similar conditions. Meanwhile, the photovoltaic performance data of these phenylethyne-bridged dyes showed a higher open circuit voltage (0.70−0.79 V).
Co-reporter:Yulan Chen;Bo Zhu;Fan Zhang;Yang Han Dr.
Angewandte Chemie 2008 Volume 120( Issue 32) pp:6104-6107
Publication Date(Web):
DOI:10.1002/ange.200801404
Co-reporter:Yang Han;MingHao Sun;ZhuPing Fei
Science Bulletin 2008 Volume 53( Issue 18) pp:2770-2776
Publication Date(Web):2008 September
DOI:10.1007/s11434-008-0356-8
Hyperbranched polymer-cored star polyfluorenes with high molecular weights and narrow molecular weight distribution were prepared by palladium-catalyzed one-pot Suzuki polycondensation of multi-functional cores and an AB-type monomer. The optical, electrochemical and thermal properties of the hyperbranched polymer-cored star polymers were investigated. These polymers exhibited good thermal and color stability in solid state, and there was no significant blue-green emission after the polymers had been annealed in air for 2.5 h. Their three-dimensional hyperbranched structures could effectively reduce the aggregation of the peripheral rigid linear conjugated polyfluorene chains.
Co-reporter:Xuebin Huang, Chunli Zhu, Shiming Zhang, Weiwei Li, Yunlong Guo, Xiaowei Zhan, Yunqi Liu and Zhishan Bo
Macromolecules 2008 Volume 41(Issue 19) pp:6895-6902
Publication Date(Web):September 11, 2008
DOI:10.1021/ma801407u
Soluble conjugated alternating porphyrin−dithienothiophene copolymers—single-bond linked (I) and triple-bond linked (IIa and IIb)—were synthesized by palladium(0)-catalyzed Stille and Sonagashira coupling reactions, respectively. The thermal, electrochemical, optical, charge transport, and photovoltaic properties of these copolymers were examined; the effect of the triple bond was studied. I exhibits onset decomposition temperature (Td) of 410 °C and glass-transition temperature (Tg) of 180 °C, higher than those of IIb (Td, 330 °C; Tg, 130 °C). The absorption spectrum of I in thin film exhibits a sharp Soret band at 450 nm and two weak Q-bands at 563−619 nm, while IIb exhibits a sharp Soret band at 491 nm and a strong Q-band at 760 nm. The emission maxima of I and IIb in solution are located at 642 and 722 nm respectively. IIb is electrochemically active in both the oxidation and reduction regions, while I shows only oxidation peak. The field-effect hole mobilities as high as 2.1 × 10−4 cm2 V−1 s−1 were obtained for these copolymers. Polymer solar cells (PSCs) were fabricated based on the blend of the polymers and methanofullerene [6,6]-phenyl C61-butyric acid methyl ester (PCBM). The power conversion efficiency (PCE) of 0.3% was achieved under AM 1.5, 100 mW/cm2 for the PSC using IIb:PCBM (1:3, w/w) as active layer. The PCE of the PSC based on IIb:PCBM (1:3, w/w) is double that based on I:PCBM (1:2, w/w), consistent with that IIb exhibits stronger Q-band absorption and higher mobility at room temperature.
Co-reporter:Xing Xiao;Yonggang Wu;Minghao Sun;Jianjun Zhou;Lin Li;Chiming Chan
Journal of Polymer Science Part A: Polymer Chemistry 2008 Volume 46( Issue 2) pp:574-584
Publication Date(Web):
DOI:10.1002/pola.22407
Abstract
Two kinds of amphiphilic dendronized conjugated polymers, polyfluorene (PF) and poly(binaphthyl-alt-fluorene) (PBF), were synthesized by Suzuki polycondensation of hydrophobic macromonomers with two nonpolar octyloxy chains and hydrophilic macromonomers with two polar oligo(ethylene oxide) chains. In these polymers, PF possesses a linear rod-like backbone structure, and PBF adopts a folded rigid backbone structure. The different configurations in the conjugated main chains result in different supramolecular self-assembly morphologies. The optical and thermal properties of PF and PBF were also studied. © 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 574–584, 2008
Co-reporter:Yulan Chen;Bo Zhu;Fan Zhang;Yang Han Dr.
Angewandte Chemie International Edition 2008 Volume 47( Issue 32) pp:6015-6018
Publication Date(Web):
DOI:10.1002/anie.200801404
Co-reporter:Zhuping Fei;Yang Han
Journal of Polymer Science Part A: Polymer Chemistry 2008 Volume 46( Issue 12) pp:4030-4037
Publication Date(Web):
DOI:10.1002/pola.22744
Abstract
Porphyrin-embedded high molecular weight dendronized polymers up to fourth generation have been synthesized by Suzuki polycondensation of Fréchet-type dendritic dibromo macromonomers and porphyrin diboronic pinacol ester. Higher generation lateral dendritic wedges not only endow the dendronized polymers with good solubility in commonly used organic solvents, but also prevent planar porphyrins and conjugated polymer backbones from aggregating by their “site isolation” effect. This type of porphyrin-embedded dendronized polymers can be used as saturated red light-emitting materials. With the increase of the generation of the lateral dendrons, the quantum yields of the dendronized polymers also gradually increased. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 4030–4037, 2008
Co-reporter:Yaqin Fu;Minghao Sun;Yonggang Wu;Dongge Ma
Journal of Polymer Science Part A: Polymer Chemistry 2008 Volume 46( Issue 4) pp:1349-1356
Publication Date(Web):
DOI:10.1002/pola.22475
Abstract
Conjugated polymers containing electron-transporting, hole-transporting, and blue light-emitting units were synthesized by Suzuki polycondensation. These copolymers exhibited excellent thermal and optical stability. Optical investigation indicated that the incorporation of the spirobifluorene units in the polymer main chain could markedly increase the effective conjugation length of polymers. Electrochemical studies showed that the incorporation of spirobifluorene unit could raise the electrochemical stability and improve the electron- and hole-injecting abilities. The electroluminescent results also showed that the introducing of spirobifluorene units could significantly improve the device performance. © 2008 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 46: 1349–1356, 2008
Co-reporter:Zhishan Bo;Wan-Zhen Liang;Zhuping Fei;Yang Han;Minghao Sun
Macromolecular Rapid Communications 2007 Volume 28(Issue 9) pp:1017-1023
Publication Date(Web):24 APR 2007
DOI:10.1002/marc.200700012
A series of monodisperse six-arm benzene-cored star oligofluorenes are prepared by a divergent/convergent strategy, starting from the repetitive divergent synthesis of symmetrical ethynyl-bridged oligofluorenes to the convergent Co-catalyzed alkyne cyclotrimerization. The structures of these six-arm molecules are fully characterized. The diameter of the largest molecule SF3 reaches ca. 3 nm. These highly substituted star-shaped oligomers exhibit extremely high fluorescent quantum yields in solution and unexpected red-shifted and broadened emission with fine structure in the film as a result of the formation of stable aggregates.
Co-reporter:Guodong Xu;Yang Han;Minghao Sun;Chunhai Chen
Journal of Polymer Science Part A: Polymer Chemistry 2007 Volume 45(Issue 20) pp:4696-4706
Publication Date(Web):7 SEP 2007
DOI:10.1002/pola.22215
C60-cored star polyfluorenes were synthesized and fully characterized. A high yield (81%) hexakisaddition of C60 was developed by using Prato reaction and bulky fluorene addends. Suzuki polycondensation of the hexakisadducts of C60 carrying six 2-bromofluorene addends and AB-type monomer (2-bromo-9,9-dioctylfluorenyl-4,4,5,5-tetramethyl- [1,3,2]-dioxaborane) with Pd(PPh3)4 as the catalyst precursor afforded the desired C60-cored star polyfluorenes. Their three-dimensional structure can effectively reduce the aggregation of the polyfluorene chains. Annealing studies indicated that the C60-cored star polyfluorenes are of good color stability. © 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 4696–4706, 2007
Co-reporter:Jing Li;Minghao Sun
Journal of Polymer Science Part A: Polymer Chemistry 2007 Volume 45(Issue 6) pp:1084-1092
Publication Date(Web):2 FEB 2007
DOI:10.1002/pola.21870
A set of AB2 type monodisperse conjugated oligomers carrying two bromo functional groups and one boronic ester functional group were prepared by iterative deprotection and Sonogashira cross-coupling reactions. Suzuki polycondensation of these AB2 type monodisperse oligomers afforded hyperbranched polymers. The hyperbranched conjugated polymers we prepared possess not only precisely controlled conjugation length like monodisperse conjugated oligomers but also the structural feature of hyperbranched polymers. Optical property investigation demonstrated that the maximum absorption and emission wavelength red-shifted along with the increasing of the conjugation length between the two branching points and the hyperbranched structure could effectively reduce the aggregation of the conjugated polymer chains. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 1084–1092, 2007
Co-reporter:Xing Xiao;Yaqin Fu;Minghao Sun;Lin Li
Journal of Polymer Science Part A: Polymer Chemistry 2007 Volume 45(Issue 12) pp:2410-2424
Publication Date(Web):14 MAY 2007
DOI:10.1002/pola.22003
A series of conjugated triblock copolymers containing hole-transporting polycarbazole segments, electron-transporting polyoxadiazole segments, and blue-light-emitting polyfluorene segments were prepared with a two-step palladium-catalyzed Suzuki polycondensation (SPC). First dibromo-terminated polymer precursors (polyfluorenes and polyoxadiazoles) were synthesized as the central buildingblocks. Then, the dibromo-terminated polymer precursors were further polymerized with AB-type monomers [2-bromo-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9-octylcarbazole, 3-bromo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9-octylcarbazole, and 2-bromo-7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dioctylfluorene] to achieve the target triblock copolymers under SPC conditions. The formation of the triblock copolymers was confirmed by gel permeation chromatography and NMR spectroscopy. The triblock copolymers exhibited good thermal stability. An investigation of the photophysical properties indicated that efficient, photoinduced through-bond energy transfer occurred in such triblock copolymer systems. © 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 2410–2424, 2007
Co-reporter:Zhishan Bo;Minghao Sun
Journal of Polymer Science Part A: Polymer Chemistry 2007 Volume 45(Issue 1) pp:111-124
Publication Date(Web):13 NOV 2006
DOI:10.1002/pola.21810
Dye-capped, hyperbranched, conjugated polymers were prepared by the modification of the peripheral bromo end groups of the hyperbranched polymer core with a palladium-catalyzed Suzuki–Miyaura cross-coupling reaction. The dye-modified, hyperbranched polymers had high molecular weights and displayed good solubility in common organic solvents such as tetrahydrofuran, toluene, and chloroform. The structure of the dye-modified, hyperbranched polymers was characterized by 1H and 13C NMR and elemental analysis. The thermal properties of five kinds of hyperbranched polymers were investigated with thermogravimetric analysis and differential scanning calorimetry. The optical properties of the dye-capped, hyperbranched polymers were investigated with ultraviolet-absorption and fluorescence spectroscopy. The hyperbranched structure could effectively reduce the aggregation of the peripheral dyes. The emission colors of the hyperbranched polymers could be easily tuned by end-group modification. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 111–124, 2007
Co-reporter:Binsong Li;Yaqin Fu;Yang Han
Macromolecular Rapid Communications 2006 Volume 27(Issue 16) pp:1355-1361
Publication Date(Web):16 AUG 2006
DOI:10.1002/marc.200600274
Summary: A novel kind of dendronized porphyrin polymers was synthesized by Sonogashira coupling of diethynyl-functionalized porphyrin monomers and diiodo-functionalized macromonomers bearing Fréchet-type dendrons. The encapsulation of red-light-emitting porphyrin-containing conjugated backbones into dendronized polymers can not only reduce the aggregation of polymer backbones and the self-quenching of their fluorescence but also endow the porphyrin polymers with good solubility. We also report the optical and electrochemical properties of the porphyrin-containing dendronized polymers.
Co-reporter:Minghao Sun;Yaqin Fu;Jing Li;Minghao Sun;Yaqin Fu;Jing Li
Macromolecular Rapid Communications 2005 Volume 26(Issue 13) pp:1064-1069
Publication Date(Web):20 JUN 2005
DOI:10.1002/marc.200500152
Summary: Conjugated three- and four-arm star polymers were successfully prepared by palladium catalyzed one-pot Suzuki polycondensation of the multifunctional cores and an AB-type monomer. The molecular weight of the star polymers could be controlled by the feed ratios of the monomers. The bromo end groups could be completely modified by fluorene mono boronic acid or triphenylamine mono boronic ester. The investigation of the optical, electrochemical, and thermal properties of the star polymers was also reported. All polymers exhibited good thermal stabilities and all the TPA-capped polymers showed good hole-transport abilities.
Co-reporter:Zhishan Bo;Yaqin Fu
Macromolecular Rapid Communications 2005 Volume 26(Issue 21) pp:1704-1710
Publication Date(Web):21 OCT 2005
DOI:10.1002/marc.200500478
Summary: A kind of novel dibromocarbazole monomer bearing three alkyl chains was prepared. Two strategies were developed to improve the solubility and molecular weight of carbazole polymers. One was the polymerization of N-octyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole with the alkylated dibromocarbazole. Another one was the polymerization of N-octyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole with N-octyl-3,6-dibromocarbazole. All the polymerizations were carried out under palladium-catalyzed Suzuki polycondensation (SPC) conditions. Through using carbazole monomer bearing three alkyl chains to polymerize, we have successfully boosted the number-average molecular weight of 2,7-linked carbazole polymers from not more than 5 to 67 kDa. The high-molecular-weight polymers were obtained in high yields and displayed good solubility in common organic solvents. Their optical, electrochemical, and thermal properties were also reported.
Co-reporter:Jing Li;Ming Li Dr.
Chemistry - A European Journal 2005 Volume 11(Issue 23) pp:
Publication Date(Web):24 AUG 2005
DOI:10.1002/chem.200500261
A set of monodisperse oligo(9,9-dioctylfuorene)s, each containing only one fluorenone unit, was synthesized by using iterative Suzuki cross-coupling and iododesilylation reactions. Their optical properties were also investigated.
Co-reporter:Zhishan Bo and A. D. Schlüter
Chemical Communications 2003 (Issue 18) pp:2354-2355
Publication Date(Web):11 Aug 2003
DOI:10.1039/B306601K
A novel one-pot “AB2
+ AC2” approach based on palladium catalyzed Suzuki polycondensation was developed to prepare hyperbranched aryl/alkyl polymers with a high degree of branching.
