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Yang, Yankang,Qiu, Beibei,Chen, Shanshan,Zhou, Qiuju,Peng, Ying,Zhang, Zhi-Guo,Yao, Jia,Luo, Zhenghui,Chen, Xiaofeng,Xue, Lingwei,Feng, Liuliu,Yang, Changduk,Li, Yongfang The Royal Society of Chemistry 2018 Journal of materials chemistry. A, Materials for e Vol.6 No.20
<P>Solution-processed organic solar cells (OSCs) have been attracting more and more attention for a series of well-known advantages, and power conversion efficiencies (PCEs) of over 11% have been reported. However, the highest PCE of the OSCs based on small molecule donor/polymer acceptor blends is only 4.82%, which was much lower than those of other types of OSCs due to weak absorption of the polymer acceptor and the unbalanced charge carrier mobility of the small molecule donor and the polymer acceptor. Here, we fabricated small molecule donor/polymer acceptor-based OSCs using the wide bandgap SM1 and DR3TBDTT as the small molecular donor and the low-bandgap n-type conjugated polymer PZ1 as the polymer acceptor. With the treatment of a solvent additive, which can promote the absorption intensity, enhance the carrier mobility and suppress the charge carrier recombination, the SM1-based devices and the DR3TBDTT-based devices show PCEs of 3.97% and 5.86%, respectively. It is worth mentioning that the PCE of 5.86% is the state-of-the-art efficiency for OSCs based on the small molecular donor/polymer acceptor system.</P>
Yang, Yankang,Zhang, Zhi-Guo,Bin, Haijun,Chen, Shanshan,Gao, Liang,Xue, Lingwei,Yang, Changduk,Li, Yongfang American Chemical Society 2016 JOURNAL OF THE AMERICAN CHEMICAL SOCIETY - Vol.138 No.45
<P>Low bandgap n-type organic semiconductor (n-OS) ITIC has attracted great attention for the application as an acceptor with medium bandgap p-type conjugated polymer as donor in nonfullerene polymer solar cells (PSCs) because of its attractive photovoltaic performance. Here we report a modification on the molecular structure of ITIC by side-chain isomerization with meta-alkylphenyl substitution, m-ITIC, to further improve its photovoltaic performance. In a comparison with its isomeric counterpart ITIC with para-alkyl-phenyl substitution, m-ITIC shows a higher film absorption coefficient, a larger crystalline coherence, and higher electron mobility. These inherent advantages of m-ITIC resulted in a higher power conversion efficiency (PCE) of 11.77% for the nonfullerene PSCs with m-ITIC as acceptor and a medium bandgap polymer J61 as donor, which is significantly improved over that (10.57%) of the corresponding devices with ITIC as acceptor. To the best of our knowledge, the PCE of 11.77% is one of the highest values reported in the literature to date for nonfullerene PSCs. More importantly, the m-ITIC-based device shows less thickness-dependent photovoltaic behavior than ITIC-based devices in the active-layer thickness range of 80-360 nm, which is beneficial for large area device fabrication. These results indicate that m-ITIC is a promising low bandgap n-OS for the application as an acceptor in PSCs, and the side-chain isomerization could be an easy and convenient way to further improve the photovoltaic performance of the donor and acceptor materials for high efficiency PSCs.</P>
WILEY-VCH Verlag 2010 Macromolecular Chemistry and Physics Vol.211 No.13
<P>A straightforward synthesis of a conjugated rod/spacer/rod-type block copolymer containing PCz electron-donor and PDI electron-acceptor blocks is described. Two chromophores are covalently connected through sebacate units as saturated spacer. The resulting donor/spacer/acceptor-type block copolymer (PCz-S-PDI) can be applied to limit charge recombination between donor/acceptor interfaces and to control the scale length of nanostructure formation. PCz-S-PDI was used to produce a solar cell with the power conversion efficiency of 0.004%.</P><P> <img src='wiley_img_2010/10221352-2010-211-13-MACP201000080-gra001.gif' alt='wiley_img_2010/10221352-2010-211-13-MACP201000080-gra001'> </P> <B>Graphic Abstract</B> <P>The synthesis of rod/spacer/rod block copolymers consisting of poly(2,7-carbazole) (PCz) donor and perylenetetracar boxydiimide (PDI) acceptor chromophores (PCz-S-PDI) in a molecular architecture is presented for usage in photovoltaics. This is the first time that a connection via saturated spacers between PCz donor and PDI acceptor blocks is described. The method may prove useful to introduce spacers covalently into two rod segments. <img src='wiley_img_2010/10221352-2010-211-13-MACP201000080-content.gif' alt='wiley_img_2010/10221352-2010-211-13-MACP201000080-content'> </P>
Bin, Haijun,Yang, Yankang,Zhang, Zhi-Guo,Ye, Long,Ghasemi, Masoud,Chen, Shanshan,Zhang, Yindong,Zhang, Chunfeng,Sun, Chenkai,Xue, Lingwei,Yang, Changduk,Ade, Harald,Li, Yongfang American Chemical Society 2017 JOURNAL OF THE AMERICAN CHEMICAL SOCIETY - Vol.139 No.14
<P>In the last two years, polymer solar cells (PSCs) developed quickly with n-type organic semiconductor (n-OSs) as acceptor. In contrast, the research progress of nonfullerene organic solar cells (OSCs) with organic small molecule as donor and the n-OS as acceptor lags behind. Here, we synthesized a D-A structured medium bandgap organic small molecule H11 with bithienyl-benzodithiophene (BDTT) as central donor unit and fluorobenzo-triazole as acceptor unit, and achieved a power conversion efficiency (PCE) of 9.73% for the all organic small molecules OSCs with H11 as donor and a low bandgap n-OS IDIC as acceptor. A control molecule H12 without thiophene conjugated side chains on the BDT unit was also synthesized for investigating the effect of the thiophene conjugated side chains on the photovoltaic performance of the p-type organic semiconductors (p-OSs). Compared with H12, the 2D-conjugated H11 with thiophene conjugated side chains shows intense absorption, low-lying HOMO energy level, higher hole mobility and ordered bimodal crystallite packing in the blend films. Moreover, a larger interaction parameter (chi) was observed in the H11 blends calculated from Hansen solubility parameters and differential scanning calorimetry measurements. These special features combined with the complementary absorption of H11 donor and IDIC acceptor resulted in the best PCE of 9.73% for nonfullerene all small molecule OSCs up to date. Our results indicate that fluorobenzotriazole based 2D conjugated p-OSs are promising medium bandgap donors in the nonfullerene OSCs.</P>
Lee, Junghoon,Cho, Shinuk,Yang, Changduk Royal Society of Chemistry 2011 Journal of materials chemistry Vol.21 No.24
<P>An easily accessible 3D donor–acceptor polymer based on triphenylamine (PTPA-<I>co</I>-DTDPP) is synthesized by a simple and efficient route. Owing to its non-fibrillar structure, PTPA-<I>co</I>-DTDPP features highly reproducible charge carrier mobility of up to 3.3 × 10<SUP>−3</SUP> cm<SUP>2</SUP> V<SUP>−1</SUP> s<SUP>−1</SUP> at various fabrication conditions.</P> <P>Graphic Abstract</P><P>A practical polymer PTPA-<I>co</I>-DTDPP that forms non-fibrillar structure exhibits hole mobility as high as 3.3 × 10<SUP>−3</SUP> cm<SUP>2</SUP> V<SUP>−1</SUP> s<SUP>−1</SUP> which is consistent and persistent at various fabrication conditions. <IMG SRC='http://pubs.rsc.org/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=c1jm11515d'> </P>
Isomeric iminofullerenes as acceptors in bulk heterojunction organic solar cells
Park, Sung Heum,Yang, Changduk,Cowan, Sarah,Lee, Jae Kwan,Wudl, Fred,Lee, Kwanghee,Heeger, Alan J. Royal Society of Chemistry 2009 Journal of materials chemistry Vol.19 No.31
<P>Two stable iminofullerene isomers, [5,6]-open azafulleroid (open APCBM) and [6,6]-closed aziridinofullerene (closed APCBM) enable us to scrutinize the use of these new acceptors in polymer bulk heterojunction (BHJ) solar cells and compare the effects of open trans- and closed trans-annlar subunits. When we compared the performance of both isomer devices, the poly(3-hexylthiophene)(P3HT):open APCBM device demonstrates an enhancement in photocurrent in comparison with the P3HT:closed APCBM device. From the comparative study, we attribute the enhanced current to the lower degree of symmetry of open APCBM. The alteration of fullerene structure from closed to open breaks its high degree of symmetry and consequently leads to an improved bulk heterojunction with the electron donating conjugated polymer.</P> <P>Graphic Abstract</P><P>The comparative study of bulk heterojunction solar cells based on two isomeric iminofullerenes, [5,6]-open azafulleroid and [6,6]-closed aziridino-fullerene as electron acceptors in combination with P3HT material are carried out. <IMG SRC='http://pubs.rsc.org/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=b904535j'> </P>
Kim, Yiho,Hong, Jayeon,Oh, Joon Hak,Yang, Changduk American Chemical Society 2013 Chemistry of materials Vol.25 No.15
<P>A family of naphthalene diimide (NDI)-based donor (D)-acceptor (A) copolymers with various acene- (benzene (Bz), naphthalene (Np), and pyrene (Py)) and heteroacene-type (selenophene (Se) and thiophene (Th)) donor rings has been designed and synthesized as a means to systematically understand structure–property relationships on the subject of the structural factor and electron-donating capability of the donor portions for applications in organic field-effect transistors (OFETs) based on NDIs. Alongside of two categories dealing with the lack or existence of the heteroatoms in the donor framework, the resulting copolymers can also be classified into ‘thiophene-free’ D–A copolymers (<B>PNDI-Bz</B>, <B>PNDI-Np</B>, <B>PNDI-Py</B>, and <B>PNDI-Se</B>) and thiophene-containing copolymer (<B>PNDI-Th</B>). The results from optical and electronic properties lead to the determination that the empirical electron-donating strength of donor co-units is in the order of Bz < Np < Py < Th < Se. In contrast with the similarity of the LUMO levels (−3.73∼−3.82 eV) due to the dominant NDI contribution to the polymer backbone, the HOMO levels are sensitive to the relative electron-donating ability and shown to primarily influence whether unipolar <I>n</I>-channel (<B>PNDI-Bz</B> and <B>PNDI-Np</B>) or ambipolar charge transport (<B>PNDI-Py</B>, <B>PNDI-Se</B>, and <B>PNDI-Th</B>) is observed in OFETs of the NDI-based copolymers. Intriguingly, regardless of the strong electron donors toward efficient intramolecular charge transfer (ICT), the best OFET performance is observed in the acene-based centrosymmetric copolymer <B>PNDI-Np</B> (5.63 × 10<SUP>–2</SUP> cm<SUP>2</SUP> V<SUP>–1</SUP> s<SUP>–1</SUP>) when compared to those of the other copolymers with axisymmetric units. Thus, the present work highlights that the geometric features of the donors in NDI D–A copolymers strongly reflect the carrier mobility dynamics rather than inserting electron-rich donor moieties into the backbone to lower the band gap and further strengthen ICT.</P><P><B>Graphic Abstract</B> <IMG SRC='http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/cmatex/2013/cmatex.2013.25.issue-15/cm401829x/production/images/medium/cm-2013-01829x_0007.gif'></P><P><A href='http://pubs.acs.org/doi/suppl/10.1021/cm401829x'>ACS Electronic Supporting Info</A></P>