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1.
Chem Commun (Camb) ; 52(88): 13012-13015, 2016 Oct 27.
Artículo en Inglés | MEDLINE | ID: mdl-27748480

RESUMEN

We propose a novel tricyanovinyldihydrofuran (TCF)-based molecule called DBOB-DTCF that is designed and synthesized for application in n-type field-effect transistors (FETs). It can be operated in a stable manner under ambient conditions. DBOB-DTCF is successfully fabricated as crystalline microplates (CMs) because of its capability of self-assembly. A high electron mobility of ∼1.9 cm2 V-1 s-1 is observed for a CM-based FET, measured under ambient conditions. This suggests that TCF is an excellent acceptor unit that organizes air stable n-type organic semiconductors.

2.
ACS Appl Mater Interfaces ; 7(51): 28303-10, 2015 Dec 30.
Artículo en Inglés | MEDLINE | ID: mdl-26645584

RESUMEN

New regular and random diketopyrrolopyrrole (DPP)-based terpolymers (i.e., Reg-PBDPPT and Ran-PBDPPT, respectively) bearing DPP as an electron deficient unit and 2,2'-bithiophene and (E)-1,2-di(thiophen-2-yl)ethene as electron donating units were designed and synthesized, and their performance in photovoltaic cells was investigated precisely. The absorption properties and highest occupied molecular orbital (HOMO) of Reg-PBDPPT were found to be different from those of Ran-PBDPPT. The results of grazing incidence X-ray diffraction experiments revealed that Ran-PBDPPT typically had a predominantly edge-on chain orientation on the substrate, whereas Reg-PBDPPT showed mixed chain orientation both in pristine and thermally annealed films. Although Reg-PBDPPT exhibited a lower degree of edge-on chain orientation on the substrate, the corresponding TFTs showed a high hole mobility of 0.42-0.96 cm(2) V(-1) s(-1) and maintained a high current on/off ratio (>10(6)). A polymer solar cell (PSC) composed of Reg-PBDPPT and PC71BM exhibited power conversion efficiencies (PCE) of 5.24-5.45%, which were higher than those of the Ran-PBDPPT-based PSCs. The enhanced efficiency was supported by an increase in the short circuit current, which is strongly related to the unique internal crystalline morphology and pronounced nanophase segregation behavior in the blend films. These results obviously manifested that this synthetic strategy for regular conjugated terpolymers could be employed to control morphological properties to obtain high-performance PSCs.

3.
ACS Appl Mater Interfaces ; 7(24): 13431-9, 2015 Jun 24.
Artículo en Inglés | MEDLINE | ID: mdl-26030474

RESUMEN

Diketopyrrolopyrrole (DPP)-based conjugated polymer PDTDPPQT was synthesized and was used to perform epitaxial polymer crystal growth on removable 1,3,5-trichlorobenzene crystallite templates. A thin-film transistor (TFT) was successfully fabricated in well-grown large spherulites of PDTDPPQT. The charge carrier mobility along the radial direction of the spherulites was measured to be 5.46-12.04 cm(2) V(-1) s(-1), which is significantly higher than that in the direction perpendicular to the radial direction. The dynamic response of charge transport was also investigated by applying a pulsed bias to TFTs loaded with a resistor (∼20 MΩ). The charge-transport behaviors along the radial direction and perpendicular to the radial direction were investigated by static and dynamic experiments through a resistor-loaded (RL) inverter. The RL inverter made of PDTDPPQT-based TFT operates well, maintaining a fairly high switching voltage ratio (Vout(ON)/Vout(OFF)) at a relatively high frequency when the source-drain electrodes are aligned parallel to the radial direction.

4.
ACS Nano ; 9(5): 5264-74, 2015 May 26.
Artículo en Inglés | MEDLINE | ID: mdl-25961419

RESUMEN

We synthesized a highly crystalline DPP-based polymer, DPPBTSPE, which contained 1,2-bis(5-(thiophen-2-yl)selenophen-2-yl)ethene as a planar and rigid electron donating group. High- and low-molecular weight (MW) DPPBTSPE fractions were collected by Soxhlet extraction and were employed to investigate their unique charge transport properties in macroscopic films and single crystalline polymer nanowire (SC-PNW), respectively. The low-MW polymer could provide well-isolated and high aspect ratio SC-PNWs, in which the direction of π-π stacking was perpendicular to the wire growing axis. The field effect transistors made of SC-PNWs exhibited remarkably high carrier mobility of 24 cm(2) V(-1) s(-1). In addition, phototransistors (PTs) made of SC-PNW showed very high performance in terms of photoresponsivity (R) and photoswitching ratio (P). The average R of the SC PNW-based PTs were in the range of 160-170 A W(-1) and the maximum R was measured at 1920 A W(-1), which is almost three orders higher than that of thin film-based PT device.

5.
ACS Appl Mater Interfaces ; 7(5): 3280-8, 2015 Feb 11.
Artículo en Inglés | MEDLINE | ID: mdl-25590328

RESUMEN

New thienothiophene-flanked diketopyrrolopyrrole and thiophene-containing π-extended conjugated polymers with various branched alkyl side-chains were successfully synthesized. 2-Octyldodecyl, 2-decyltetradecyl, 2-tetradecylhexadecyl, 2-hexadecyloctadecyl, and 2-octadecyldocosyl groups were selected as the side-chain moieties and were anchored to the N-positions of the thienothiophene-flanked diketopyrrolopyrrole unit. All five polymers were found to be soluble owing to the bulkiness of the side chains. The thin-film transistor based on the 2-tetradecylhexadecyl-substituted polymer showed the highest hole mobility of 1.92 cm2 V(-1) s(-1) due to it having the smallest π-π stacking distance between the polymer chains, which was determined by grazing incidence X-ray diffraction. Bulk heterojunction polymer solar cells incorporating [6,6]-phenyl-C71-butyric acid methyl ester as the n-type molecule and the additive 1,8-diiodooctane (1 vol %) were also constructed from the synthesized polymers without thermal annealing; the device containing the 2-octyldodecyl-substituted polymer exhibited the highest power conversion efficiency of 5.8%. Although all the polymers showed similar physical properties, their device performance was clearly influenced by the sizes of the branched alkyl side-chain groups.

6.
ACS Appl Mater Interfaces ; 6(22): 19808-15, 2014 Nov 26.
Artículo en Inglés | MEDLINE | ID: mdl-25370737

RESUMEN

New host molecules such as 9-(6-(9H-carbazol-9-yl)pyridin-3-yl)-6-(9H-carbazol-9-yl)-9H-pyrido[2,3-b]indole (pPCB2CZ) and 9-(6-(9H-carbazol-9-yl)pyridin-2-yl)-6-(9H-carbazol-9-yl)-9H-pyrido[2,3-b]indole (mPCB2CZ) were designed and synthesized for blue phosphorescent organic light-emitting diodes (PhOLEDs). The glass transition temperatures of two host molecules were measured higher than 120 °C, and the identical triplet energies were determined to be 2.92 eV for both molecules. The bis(3,5-difluoro-2-(2-pyridyl)phenyl-(2-carboxypyridyl)iridium(III) (FIrpic)-doped mPCB2CZ-based PhOLED exhibited practically useful driving voltage of 4.8 V in a simple organic three layer device configuration which has a smaller number of interfaces in conventional multilayer PhOLEDs. Also, the high quantum efficiency of 23.7% is reported at the practically useful brightness value of 1000 cd/m2.

7.
Chem Commun (Camb) ; 50(92): 14394-6, 2014 Nov 28.
Artículo en Inglés | MEDLINE | ID: mdl-25297381

RESUMEN

A new bitellurophene-based π-conjugated polymer (PDPPBTe) was synthesized and its semiconducting property was utilized for detecting Br2. The PDPPBTe polymer exhibited a highly sensitive response to Br2, which was indicated by a significant variation of the drain current in thin-film transistors.

8.
Chem Commun (Camb) ; 49(60): 6788-90, 2013 Aug 04.
Artículo en Inglés | MEDLINE | ID: mdl-23788156

RESUMEN

A novel bipolar host 9-(4-(9H-pyrido[2,3-b]indol-9-yl)phenyl)-9H-3,9'-bicarbazole (pBCb2Cz) was prepared for high efficiency blue phosphorescent organic light-emitting diodes (PhOLEDs), a high triplet energy (ET) material, employing electron-deficient α-carboline. pBCb2Cz (ET = 2.93 eV) was effective as a host material for FIrpic- and FCNIrpic-based blue PhOLEDs, and highest quantum efficiencies of 23.0 and 16.2%, respectively, were achieved.

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