Co-reporter:Liuyong Hu;Jinfeng Han;Xiaokang Zhou;Canglong Wang;Dongge Ma;Zhi Yuan Wang;Yuning Li
Polymer Chemistry (2010-Present) 2017 vol. 8(Issue 3) pp:528-536
Publication Date(Web):2017/01/17
DOI:10.1039/C6PY01828A
A series of random copolymers containing the two electron-withdrawing units naphthalene diimide (NDI) and diketopyrrolopyrrole (DPP) and a thiophene (T) spacer were designed and synthesized as non-fullerene acceptors for all-polymer photodetectors. Increasing the number of DPP–T segments in the polymer backbone leads to a significant red shift in maximal absorption, bandgap narrowing, better film morphology and lower dark current density. A specific detectivity over 1012 Jones in a broad spectral region of 340–960 nm under −0.1 V bias was achieved with a photodetector using a blend of a donor polymer based on dithienopyrrole and diketopyrrolopyrrole (PDTP–DPP) and a copolymer (PNDI–DPP10) as an acceptor. In comparison, the device performance was found to be better than for the one based on PDTP–DPP and the PNDI homopolymer.
Co-reporter:Liuyong Hu;Xiaokang Zhou;Jinfeng Han;Xiaoqin Zhang;Dongge Ma;Yuning Li;Zhi Yuan Wang
Polymer Chemistry (2010-Present) 2017 vol. 8(Issue 13) pp:2055-2062
Publication Date(Web):2017/03/28
DOI:10.1039/C7PY00087A
A series of four low-bandgap polymers containing diketopyrrolopyrrole (DPP) and dithienopyrrole (DTP) functionalized with four different side chains of 4-phenyl, 4-octylphenyl, 4-(octyloxy)phenyl and 4-(octylthio)phenyl were synthesized. Subtle changes in the side chains of polymers are found to effectively affect the molecular stacking and crystallinity, film morphology, and photodetector performance. The best polymer photodetector displays an average external quantum efficiency (EQE) of 40% and a specific detectivity (D*) of over 1013 Jones in the spectral region of 350–960 nm under −0.1 V bias, which is among the best EQE and D* values of all the known UV–vis–NIR polymer photodetectors reported to date.
Co-reporter:Xiuhong Chen;Bo Liu;Juntao Ren;Zhiyuan Wang
Science China Chemistry 2017 Volume 60( Issue 1) pp:77-83
Publication Date(Web):2017 January
DOI:10.1007/s11426-016-0252-x
Four metallodithiolene complexes [4,8-bis(octyloxy)-1,3,5,7-tetrathia]·di[1,1′-bis(diphenylphosphino)ferrocene·palladium(II)] (3), [4,8-bis(octyloxy)-1,3,5,7-tetrathia]di[1,3-bis(diphenylphosphino)propane·nickel(II)] (4), [4,8-bis(octyloxy)-1,3,5,7-tetrathia] ·[1,1′-bis(diphenylphosphino)ferrocene·palladium(II)]·[1,3-bis(diphenylphosphino)propane·nickel(II)] (5) and di[4,8-bis (octyloxy)-1,3,5,7-tetrathia]·[1,1′-bis(diphenylphosphino)ferrocene·palladium(II)]·nickel(II) (6) were synthesized and the near-infrared (NIR) electrochromic properties were studied. The spectroelectrochemical spectra and the electrochromic parameters such as optical contrast, switching time, optical density change, electrochromic efficiency and optical attenuation of complexes 3–6 were investigated in detail. The symmetric binuclear complex 4 showed relatively high electrochromic efficiency of 63.0 and 75.4 cm2/C both in the two oxidation states. The complexes exhibited excellent electroactive/electrochromic stability characterized by chronoamperometry (>4000 cyclic switches).
Co-reporter:Liuyong Hu, Wenqiang Qiao, Ji Qi, Xiaoqin Zhang, Jinfeng Han and Canglong Wang
RSC Advances 2016 vol. 6(Issue 27) pp:22494-22499
Publication Date(Web):22 Feb 2016
DOI:10.1039/C5RA27224F
A pair of analogous polymers based on diketopyrrolopyrrole (DPP) and dithienopyrrole (DTP) were designed to have a small structural difference in the side chain, PDDPDTP-C with an alkyl chain and PDPPDTP-P with an alkylphenyl chain. The two polymers have the same absorption and band gap but show different hole mobility, molecular stacking and film morphology. As a result, the PDPPDTP-P photodetector has a much higher responsivity (291 mA W−1 at 900 nm at −0.1 V) than the one based on PDDPDTP-C (36 mA W−1), and exhibits a specific detectivity over 1012 Jones in the spectral region of 350–950 nm.
Co-reporter:Ji Qi;Xiaokang Zhou;Dezhi Yang;Jidong Zhang;Dongge Ma;Zhi Yuan Wang
Macromolecular Chemistry and Physics 2016 Volume 217( Issue 15) pp:1683-1689
Publication Date(Web):
DOI:10.1002/macp.201600061
Co-reporter:Ji Qi;Zhi Yuan Wang
The Chemical Record 2016 Volume 16( Issue 3) pp:1531-1548
Publication Date(Web):
DOI:10.1002/tcr.201600013
Abstract
Much progress has been made in the field of research on organic near-infrared materials for potential applications in photonics, communications, energy, and biophotonics. This account mainly describes our research work on organic near-infrared materials; in particular, donor-acceptor small molecules, organometallics, and donor-acceptor polymers with the bandgaps less than 1.2 eV. The molecular designs, structure-property relationships, unique near-infrared absorption, emission and color/wavelength-changing properties, and some emerging applications are discussed.
Co-reporter:Liuyong Hu, Jinfeng Han, Wenqiang Qiao, Zhi Yuan Wang
Polymer 2016 Volume 99() pp:427-433
Publication Date(Web):2 September 2016
DOI:10.1016/j.polymer.2016.07.049
•This work reveals subtle change of D/A ratio in polymer allows for fine tuning of properties to improve device performance.•A series of D-A polymers having different D/A ratios were prepared and studied in detail for influence of D/A ratios.•The photodetector based on P2 with D/A of 2.7:1 was found to exhibit the best detectivity of over 1012 Jones at 330–920 nm.In order to investigate the effect of the ratio of donor (D) and acceptor (A) in conjugated D-A polymers on the photovoltaic properties and photodetector performance, a series of polymers containing a weak electron donor of thiophene (T) and a strong electron acceptor of pyrrolo [3,4-c]pyrrole-1,4-dione (DPP) were designed and synthesized. Five polymers P1–P5 were obtained with different D/A (T/DPP) ratios of 3.0:1, 2.7:1, 2.5:1, 2.3:1 and 2.0:1, respectively. With increase of the DPP content, the polymers exhibited a red shift in maximal absorption and a gradual decrease of the LUMO energy level. At the D/A ratio of 2.7:1 for P2, its film morphology was found to be ideal for the bulk-heterojunction photodetector and the device based on P2 exhibited the highest specific detectivity of over 1012 Jones in the spectral region of 330–920 nm under −0.1 V bias. These results manifest the feasibility of improving the photovoltaic property simply by tuning the D/A ratio in conjugated D-A polymers.
Co-reporter:Qun Wang, Ji Qi, Wenqiang Qiao, Zhi Yuan Wang
Dyes and Pigments 2015 Volume 113() pp:160-164
Publication Date(Web):February 2015
DOI:10.1016/j.dyepig.2014.08.010
•Soluble ladder conjugated polypyrrones were synthesized based on air stable tetraamines.•These polymers have a broad absorption, large electron affinity and moderate electron mobility.•Photodetectors were fabricated using the polypyrrones as acceptors and exhibited a promising result in the near infrared region.Ladder conjugated polypyrrones are readily synthesized by condensation of air-stable tetraamines and naphthalene-1,4,5,8-tetracarboxylic acid dianhydride. These rigid-rod ladder polymers are soluble in many common organic solvents and can be cast into thin films for device applications. These polymers are electron-deficient, have a high electron affinity (∼4.0 eV) and electron mobility (2.0 × 10−3 cm2 V−1 s−1) and show a broad absorption in the visible and near-infrared spectral region. The bulk-heterojunction photovoltaic photodetectors using the electron-deficient polypyrrone as an acceptor together with poly(3-hexyl thiophene) as a donor exhibited the spectral response from 300 to 900 nm and specific detectivity in an order of 1010 Jones at 800 nm.
Co-reporter:Xiuping Zheng, Wenqiang Qiao and Zhi Yuan Wang
RSC Advances 2015 vol. 5(Issue 122) pp:100736-100742
Publication Date(Web):17 Nov 2015
DOI:10.1039/C5RA20394E
Broad-spectrum chemiluminescence (CL) from 400 nm to 1400 nm was simultaneously generated from a mixture of visible and near-infrared (NIR) fluorophores by reaction with oxalyl chloride and hydrogen peroxide. By adjusting the proportions of each of the fluorophores, the white-NIR CL light could be generated and was used as a light source for tissue imaging. Samples of fresh peach leaf and a live mouse were examined under the white-NIR light using a colour camera and a NIR camera at the same time. The white-NIR CL light offered more comprehensive and in-depth information on the thin leaf tissues acquired by both the colour and NIR cameras. Owing to the presence of the NIR light, this unique light source can also be used for imaging of thick animal tissues. Therefore, the white-NIR CL can be considered and employed as a universal light source for use with various imaging techniques.
Co-reporter:Bo Liu, Wenqiang Qiao and Zhi Yuan Wang
RSC Advances 2015 vol. 5(Issue 9) pp:6815-6822
Publication Date(Web):12 Dec 2014
DOI:10.1039/C4RA13039A
Reported herein are the syntheses and properties of a series of multi-nuclear metallodithiolene complex oligomers (5, 6 and 7) and a homologous polymer (8). The Ni/Pd–dithiolene complexes 5, 6 and 7 are characterized by intense absorption in the spectral region of 1000–1800 nm with a high molar absorption coefficient (e.g., 105 M−1 cm−1 at 1257 nm for 7). Complex polymer 8 is readily soluble in common organic solvents and shows remarkably broad and intense absorption in the entire near- and mid-infrared spectral region (800 nm–25 μm). The films of these metallodithiolene materials exhibit good visual transparency or extremely weak absorption in the visible region, making them potentially useful as excellent colourless infrared absorbers.
Co-reporter:Ji Qi;Yixing Gao;Xiaokang Zhou;Dezhi Yang;Dongge Ma;Zhi Yuan Wang
Advanced Materials Interfaces 2015 Volume 2( Issue 3) pp:
Publication Date(Web):
DOI:10.1002/admi.201400475
Co-reporter:Ji Qi
The Journal of Physical Chemistry C 2015 Volume 119(Issue 45) pp:25243-25251
Publication Date(Web):October 23, 2015
DOI:10.1021/acs.jpcc.5b08471
Co-reporter:Ji Qi, Jinfeng Han, Xiaokang Zhou, Dezhi Yang, Jidong Zhang, Wenqiang Qiao, Dongge Ma, and Zhi Yuan Wang
Macromolecules 2015 Volume 48(Issue 12) pp:3941-3948
Publication Date(Web):June 11, 2015
DOI:10.1021/acs.macromol.5b00859
A series of weak donor–strong acceptor polymers containing two different electron-deficient units (diketopyrrolopyrrole and thienoisoindigo) are synthesized and used in broad-response and high-detectivity polymer photodetectors. By adjusting the composition ratio of the two acceptors, the absorption spectra, energy levels, molecular stacking, and film morphology are affected, which in turn influence the photodetector performance. With increased thienoisoindigo component, the HOMO energy levels shift from −5.41 to −4.76 eV, and the LUMO energy levels are nearly unchanged, corresponding to reduced bandgaps and red-shifted absorption spectra. 1,8-Diiodooctane additive shows greatly impact on the film morphology, which affects the photodetector performance significantly. Going from P1 to P5, the detectivity decreases, but the response range increases. The photodetector based on P4 exhibits detectivity of greater than 1011 Jones in a broad spectral region of 300–1200 nm, which is really promising for UV–vis–NIR light detection.
Co-reporter:Ji Qi;Xiaokang Zhou;Dezhi Yang;Dongge Ma;Zhi Yuan Wang
Advanced Functional Materials 2014 Volume 24( Issue 48) pp:7605-7612
Publication Date(Web):
DOI:10.1002/adfm.201401948
A series of donor–acceptor (D-A) type low-bandgap polymers containing the terthiophene and thieno[3,4-b]thiadiazole units in the main chain but different numbers of identical side chains are designed and synthesized in order to study the effect of side chain on the polymer properties and optimize the performance of polymer photodetectors. Variation in the side chain content can influence the polymer solubility, molecular packing, and film morphology, which in turn affects the photodetector performance, particularly with regard to the photoresponsivity and dark current. X-ray diffraction patterns indicate that molecular ordering increases with more side chains. Atomic force microscopy shows that appropriate morphology of the active layer in the polymer photodetector is necessary for high photocurrent and low dark current. Using BCP as a hole blocking layer (10 nm), the photodetector based on P4 exhibits the optimized performance with specific detectivity of 1.4 × 1012 Jones at 800 nm, which is among the best reported values for polymer photodetectors and even comparable to that of a silicon photodetector.
Co-reporter:Ji Qi, Liang Ni, Dezhi Yang, Xiaokang Zhou, Wenqiang Qiao, Mao Li, Dongge Ma and Zhi Yuan Wang
Journal of Materials Chemistry A 2014 vol. 2(Issue 13) pp:2431-2438
Publication Date(Web):13 Jan 2014
DOI:10.1039/C3TC32271H
Two donor–acceptor–donor (D–A–D) type low-bandgap small molecules, M1 and M2, with bis(2-thienyl)-N-alkylpyrrole (TPT) as the donor and thieno[3,4-b]thiadiazole (TT) as the acceptor were designed and synthesized. The absorption, transmission, electrochemical, thermal and film properties were studied. The compounds showed panchromatic absorption in the spectral range of 300–1000 nm. Moreover, they also exhibited semi-transparent property in the visible region (400–700 nm). Small molecule photodetectors (SMPDs) based on M1 and M2 were fabricated and studied. For the SMPD with BCP as the hole blocking layer (HBL), a detectivity of 5.0 × 1011 Jones at 800 nm at −0.1 V was obtained, which is among the highest detectivities reported for NIR SMPDs. With a sufficiently thin silver electrode, visibly transparent PDs with an average transmittance of 45% in the visible region were obtained for the first time. The transparent PDs exhibited fairly constant and high detectivity between 1011 and 1012 Jones over a broad spectral range of 300–900 nm. In addition, side chains of the compounds exhibited a great influence on the device performance, which could be assigned to their film absorption coefficient, molecular packing and active layer morphology.
Co-reporter:Qun Wang, Wenqiang Qiao and Zhi Yuan Wang
RSC Advances 2014 vol. 4(Issue 20) pp:9967-9970
Publication Date(Web):28 Jan 2014
DOI:10.1039/C3RA47251E
A simple and efficient route to the synthesis of soluble BBL-like compounds is developed. All of the compounds have good solubility in common organic solvents and large electron affinity (3.8–4.0 eV), comparable to those of BBL and PCBM. Perylene-based BBL derivatives more readily aggregate and show broad absorption.
Co-reporter:Liuyong Hu, Wenqiang Qiao, Xiaokang Zhou, Xiaoqin Zhang, Dongge Ma, Yuning Li, Zhi Yuan Wang
Polymer (7 April 2017) Volume 114() pp:173-179
Publication Date(Web):7 April 2017
DOI:10.1016/j.polymer.2017.02.060
Co-reporter:Ji Qi, Liang Ni, Dezhi Yang, Xiaokang Zhou, Wenqiang Qiao, Mao Li, Dongge Ma and Zhi Yuan Wang
Journal of Materials Chemistry A 2014 - vol. 2(Issue 13) pp:NaN2438-2438
Publication Date(Web):2014/01/13
DOI:10.1039/C3TC32271H
Two donor–acceptor–donor (D–A–D) type low-bandgap small molecules, M1 and M2, with bis(2-thienyl)-N-alkylpyrrole (TPT) as the donor and thieno[3,4-b]thiadiazole (TT) as the acceptor were designed and synthesized. The absorption, transmission, electrochemical, thermal and film properties were studied. The compounds showed panchromatic absorption in the spectral range of 300–1000 nm. Moreover, they also exhibited semi-transparent property in the visible region (400–700 nm). Small molecule photodetectors (SMPDs) based on M1 and M2 were fabricated and studied. For the SMPD with BCP as the hole blocking layer (HBL), a detectivity of 5.0 × 1011 Jones at 800 nm at −0.1 V was obtained, which is among the highest detectivities reported for NIR SMPDs. With a sufficiently thin silver electrode, visibly transparent PDs with an average transmittance of 45% in the visible region were obtained for the first time. The transparent PDs exhibited fairly constant and high detectivity between 1011 and 1012 Jones over a broad spectral range of 300–900 nm. In addition, side chains of the compounds exhibited a great influence on the device performance, which could be assigned to their film absorption coefficient, molecular packing and active layer morphology.
![Pyrrolo[3,4-c]pyrrole-1,4-dione, 2,5-bis(2-ethylhexyl)-3,6-bis(5''-hexyl[2,2':5',2''-terthiophen]-5-yl)-2,5-dihydro-](/data/chemimg/347100/1093468-95-1.png)
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![2,5-Bis(2-ethylhexyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione](http://img.cochemist.com/ccimg/1185900/1185885-86-2.png)
![2,5-Bis(2-ethylhexyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione](http://img.cochemist.com/ccimg/1185900/1185885-86-2_b.png)
![4H-Dithieno[3,2-b:2',3'-d]pyrrole, 4-octyl-2,6-bis(trimethylstannyl)-](http://img.cochemist.com/ccimg/1065700/1065645-72-8.png)
![4H-Dithieno[3,2-b:2',3'-d]pyrrole, 4-octyl-2,6-bis(trimethylstannyl)-](http://img.cochemist.com/ccimg/1065700/1065645-72-8_b.png)
![Stannane, [2,2'-bithiophene]-5,5'-diylbis[tributyl-](/data/chemimg/105800/171290-94-1.png)
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![4-Octyl-4H-dithieno[3,2-b:2',3'-d]pyrrole](http://img.cochemist.com/ccimg/141100/141029-75-6.png)
![4-Octyl-4H-dithieno[3,2-b:2',3'-d]pyrrole](http://img.cochemist.com/ccimg/141100/141029-75-6_b.png)
![Benzo[2,1-b:3,4-b']dithiophene-4,5-dione](/data/chemimg/1467500/24243-32-1.png)
![Benzo[2,1-b:3,4-b']dithiophene-4,5-dione](/data/chemimg/1467500/24243-32-1_b.png)
![2,5-bis(2-hexyldecyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione](http://img.cochemist.com/ccimg/1044600/1044598-80-2.png)
![2,5-bis(2-hexyldecyl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione](http://img.cochemist.com/ccimg/1044600/1044598-80-2_b.png)
