期刊文献+

基于环戊二烯酮结构的新型交替共聚物的合成及性能 被引量:2

Synthesis and Properties of a Novel Alternating Copolymer Based on Cyclopentadienones
下载PDF
导出
摘要 以3,4-乙撑二氧噻吩(EDOT)为电子给体单元、烷基链取代的四苯基环戊二烯酮分子为电子受体单元,采用Stille偶联法合成了一种新型的低能带隙交替共聚物(DPPD)。利用核磁共振(NMR)、紫外-可见光谱(UV-Vis)、凝胶渗透色谱(GPC)、循环伏安(CV)、热重分析(TGA)、示差量热分析(DSC)等对共聚物进行了表征。结果表明:共聚物具有良好的溶解性和热稳定性,热分解温度为376.6℃,数均分子量为1.45×104,分子量分布为1.13,光学能带隙约为1.55 eV,500~750 nm有较宽的吸收。以共聚物DPPD和富勒烯C60衍生物[6,6]-苯基-C61丁酸甲酯(PC60BM)制备的本体异质结器件开路电压为0.63 V,短路电流为0.45 mA/cm2,填充因子为0.28,能量转换效率为0.08%。 A novel low band gap alternating copolymer,with 3,4-ethylenedioxythiophene(EDOT) as an electron donor and alkyl chains substituted tetraphenyl cyclopentadienone as an electron acceptor,was successfully synthesized via Stille crosscoupling polymerization.The new conjugated polymer was characte-(rized) by NMR,UV-Vis,GPC,CV,TGA and DSC.Results show that the macromolecule has good solubility and thermal stability with thermal decomposition temperature at 376.6 ℃.The number average(molecular) weight(M_n) is 1.45×10~4 with polydispersity of 1.13.UV-Vis spectroscopy indicates a low band gap(about 1.55 eV) of the copolymer and a broad absorption from 500 nm to 750 nm.A bulk heterojunction device with the new copolymer and -phenyl-C_(61) butyric acid methyl ester(PC_(60)BM) as the(activity) layer was fabricated.It shows an open circuit voltage of 0.63 V,a short circuit current of 0.45 mA/cm^2,the fill factor of 0.28 and the power conversion efficiency of 0.08%.
出处 《功能高分子学报》 CAS CSCD 北大核心 2010年第2期125-132,共8页 Journal of Functional Polymers
基金 国家自然科学基金资助项目(20674049 50873100)
关键词 3 4-乙撑二氧噻吩 环戊二烯酮类分子 交替共聚物 本体异质结器件 3 4-ethylenedioxythiophene cyclopentadienones alternating copolymer bulk heterojunction device
  • 相关文献

参考文献19

  • 1Wesley W, Brittnee V, Ryan C, et al. Visible and near-infrared absorbing, low band gap conjugated oligomers based on cyelopentadieneones [J]. Maeromolecules, 2008, 41(20): 7278-7280.
  • 2Li Xingui, Li Ji, Huang Meirong. Facile optimal synthesis of inherently electroconductive polythiophene nanoparticles [J]. Chemistry-A European Journal, 2009, 15(26) : 6446-6455.
  • 3Gunbas G E, Durmus A, Toppare L. Novel donor-aceeptor-type electrochromic polymers: Towards excellent neutral green materials with exceptional transmissive oxidized states for completion of RGB color space [J]. Advanced Materials, 2008, 20(4): 691-695.
  • 4Raimundo J M, Blanchard P, Gallego Planas N, et al. Design and synthesis of push-pull chromophores for second-order nonlinear optics derived from rigidified thiophene-based π-conjugating spacers [J]. Journal of Organic Chemistry, 2002, 67(1) : 205-218.
  • 5Zhan Xiaowei, Tan Zhan'ao, Domercq B, et al. A high-mobility electron-transport polymer with broad absorption and its use in field-effect transistors and all-polymer solar cells [J]. Journal of the American Chemical Society, 2007, 129(23) : 7246-7247.
  • 6何杰,苏忠集,向丽,王剑,汪映寒.聚合物太阳能电池研究进展[J].高分子通报,2007(4):53-65. 被引量:14
  • 7王彦涛,韦玮,刘俊峰,张辉.聚合物本体异质结型太阳能电池研究进展[J].高分子通报,2004(6):9-14. 被引量:12
  • 8Yang Changduk, Cho S, Wudl F, et al. Visible-near infrared absorbing dithienylcyclopentadienone-thiophene copolymers for organic thin-film transistors[J]. Journal of the American Chemical Society, 2008, 130(49) : 16524-16526.
  • 9Thompson B C, Gi Kim Y, Reynolds J R. Spectral broadening in MEH-PPV: PCBM-based photovoltaic devices via blending with a narrow band gap cyanovinylene-dioxythiophene polymer [J]. Macromolecules, 2005, 38(13) : 5359- 5362.
  • 10Turbiez M, Frere P, Allain M, et al. Design of organic semiconductors: Tuning the electronic properties of π-conjugated oligothiophenes with 3,4-ethylenedioxythiophene(EDOT) building block [J]. Chemistry - A European Journal, 2005, 11(12): 3742-3752.

二级参考文献145

共引文献23

同被引文献18

  • 1M A Ogliaruso, M G Romanelli, E I Becker. Chemistry of cyclopentadienones[J]. Chemical reviews, 1965,65(3) : 261-367.
  • 2K Ranjith, S Swathi, P Kumar, etal. Dithienylcyclopentadienone derivative-co benzothiadiazole: An alternating copolymer for organic photovoltaics[J]. Solar energy materials and solar cells,2012, 98: 448-454.
  • 3A J Pearson, ZHOU Y. Diels-Alder reactions of cyclopentadienones with aryl alkynes to form biaryl compounds[J]. The journal of organic chemistry, 2009,74(11) :4242-4245.
  • 4K Hemming, M N Khan, V V Kondakal,et al. Pyridines from azabicyclo[-3.2. 0] hept-2-en-4-ones through a proposed azaeyelopentadienone[J]. Organic letters,2012,14(1) :126-129.
  • 5J A Heppert, M A Morgenstern, D M Scherubel,et al. Chromium tricarbonyl facilitat- ed nucleophilic aromatic substitution by metal carbonyl anions: the synthesis and molecular structure of a new class of bimetallic X-Arene complexes[J]. Organometallics, 1988,7(8) : 1715 - 1723.
  • 6T J Muller, J Blumel. Synthesis, structure, electronic properties and thermal behavior of butadiynyl substituted phenyl Cr(CO)3 Comlexes[J]. Journal of organornetallic chemistry, 2003,68(2):354-367.
  • 7P Mathur, A K Singh, V K Singh, et aL Coupling reactions of ferrocenylacetylene with mononuclear metal carbon- yls Fe(CO) s and M(CO) 6 ( M = Mo, W) : synthesis and characterization of [Fe(CO) 2 {η5 -2,5 - Fc2 C5 H2 CO} C(Fc) =CH], EFe(CO)2{η2:η2-2,5-Fc2C4H2 Fe(CO)3}-μ-CO], [Fe- (CO)3{η2: .02-2,5-Fc2C4H2CO}], 1, 2,4 - Triferrocenylbenzene, 2,5 - Diferrocenylthiophene, and 2,5 - Diferrocenylselenophene[J]. Organometallics, 2005, 24(20) : 4793-4798.
  • 8I Omae. Transition metal-catalyzed cyclocarbonylation in organic synthesis[J]. coordination chemistry reviews, 2011,255(1/2) :139-160.
  • 9M Rosenhlum, N Brawn, B King, Reactions of ferrocenylacetylenes with metal carbonyls[J]. Tetrahedron letters, 1967,8(45) :4421 -4425.
  • 10P Mathur, R Shyam Ji, S Boodida, et al. Photochemical reactions of 1 - ferrocenyl - 4- phenyl- 1, 3 - butadiyne with Fe(CO)5 and CO[J]. Journal of organometallic chemistry. 2010, 695(17): 1986-1992.

引证文献2

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部