Characterization and field-effect transistor performance of printed pentacene films prepared by photoconversion of a soluble precursor

Nakayama, Keiichi I.; Ohashi, Chika; Oikawa, Yoshisato; Motoyama, Takao; Yamada, Hiroko

doi:10.1039/c3tc31083c

Cited by 21 publications

(32 citation statements)

References 40 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Based on the above observations, photoreaction in the solid state was expected not to be a problem for 1 and 2, considering that PDK, which has a much lower  r than 1 and 2, can be photoconverted to pentacene both in the thin-film and singlecrystalline states. 19,32 The solid-state conversion of precursors 1 and 2 to C 6 -ATT and C 6 -BADT, respectively, was monitored by IR spectroscopy as shown in Fig. 5.…”

Section: Photoreactivitymentioning

confidence: 99%

See 1 more Smart Citation

Evaluation of semiconducting molecular thin films solution-processed via the photoprecursor approach: the case of hexyl-substituted thienoanthracenes

et al. 2015

Self Cite

View full text Add to dashboard Cite

show abstract

Section: Photoreactivitymentioning

confidence: 99%

“…Note that these conditions are the same as those employed for the photoconvertion of the -diketone-type precursor of linear anthradithiophene, 18 while a longer reaction time is needed for PDK. 19…”

Section: Photoreactivitymentioning

confidence: 99%

Evaluation of semiconducting molecular thin films solution-processed via the photoprecursor approach: the case of hexyl-substituted thienoanthracenes

et al. 2015

Self Cite

View full text Add to dashboard Cite

show abstract

“…We have previously shown that this type of photoprecursors can be employed in preparation of solution-processed organic field-effect transistors to yield good semiconducting performances comparable to those observed in vacuum-deposited films1516. Additionally, the quality of resulting films can be tuned by photoirradiation conditions such as intensity and duration16. By taking advantage of this photoprecursor approach, we have also solution-processed p–n double-layer structures containing acene compounds that are hardly soluble17.…”

mentioning

confidence: 97%

“…Our approach employs α-diketone-type photoprecursors of acenes that can be converted to corresponding acenes by extrusion of CO molecules upon visible light irradiation14. We have previously shown that this type of photoprecursors can be employed in preparation of solution-processed organic field-effect transistors to yield good semiconducting performances comparable to those observed in vacuum-deposited films1516. Additionally, the quality of resulting films can be tuned by photoirradiation conditions such as intensity and duration16.…”

mentioning

confidence: 99%

Photoprecursor approach as an effective means for preparing multilayer organic semiconducting thin films by solution processes

Yamaguchi

Suzuki

Motoyama

et al. 2014

Sci Rep

Self Cite

View full text Add to dashboard Cite

The vertical composition profile of active layer has a major effect on the performance of organic photovoltaic devices (OPVs). While stepwise deposition of different materials is a conceptually straightforward method for controlled preparation of multi-component active layers, it is practically challenging for solution processes because of dissolution of the lower layer. Herein, we overcome this difficulty by employing the photoprecursor approach, in which a soluble photoprecursor is solution-deposited then photoconverted in situ to a poorly soluble organic semiconductor. This approach enables solution-processing of the p-i-n triple-layer architecture that has been suggested to be effective in obtaining efficient OPVs. We show that, when 2,6-dithienylanthracene and a fullerene derivative PC71BM are used as donor and acceptor, respectively, the best p-i-n OPV affords a higher photovoltaic efficiency than the corresponding p-n device by 24% and bulk-heterojunction device by 67%. The photoprecursor approach is also applied to preparation of three-component p-i-n films containing another donor 2,6-bis(5′-(2-ethylhexyl)-(2,2′-bithiophen)-5-yl)anthracene in the i-layer to provide a nearly doubled efficiency as compared to the original two-component p-i-n system. These results indicate that the present approach can serve as an effective means for controlled preparation of well-performing multi-component active layers in OPVs and related organic electronic devices.

show abstract

“…In relation to this, the morphology and semiconducting performance of thin films prepared by the photoprecursor approach are often largely dependent on the conditions of photoreaction. 13,26 Thus, optimization of the photoreaction conditions (e.g., light intensity, temperature, amount of residual solvent, etc.) may lead to improvement in electron mobility in N601 and N602 as well, which will be reported elsewhere.…”

Section: Resultsmentioning

confidence: 99%

Fullerene-Based n-Type Materials That Can Be Processed by a Photoprecursor Approach for Photovoltaic Applications

Kawajiri

Kawanoue

Yamato

et al. 2017

ECS J. Solid State Sci. Technol.

Self Cite

View full text Add to dashboard Cite

The active layer of organic photovoltaic cells (OPVs) is typically a blend of p-and n-type semiconductors, and the arrangement of these materials largely affects the device performance. We have recently proposed a unique deposition technique in which α-diketone-type photoprecursors are solution-deposited and then subjected to in-situ photoreaction to form acene-based semiconductors, as an effective means for controlling the morphology and vertical composition profile in organic molecular blends. However, the applicability of this "photoprecursor approach" has been limited to p-type materials so far, restricting the flexibility in designing photovoltaic layers. Herein, we report α-diketone-type photoprecursors of two fullerene-anthracene conjugates which have been designed to serve as n-type material in OPVs. The new α-diketones, named N601DK and N602DK, are successfully applied to the photoprecursor approach, affording smooth thin films of the corresponding photoreaction products N601 and N602. The n-type materials thus produced are evaluated in bulk-heterojunction (BHJ) OPVs and found to show good photovoltaic response. Especially, N601 performs as well as PC 61 BM, a fullerene-based benchmark n-type material. These results will serve as a basis for further improvement of OPVs through optimization of the molecular arrangement in solution-processed photovoltaic layers. have been considered as the standard n-type materials in solutionprocessed organic photovoltaic layers. The strength of these compounds lies in the well-balanced electronic and electric properties of fullerene cages and the high processability derived from the flexible addend. Indeed, a large part of the OPV research reported so far, from the study of elementary processes and limiting factors to the optimization of material design and thin-film morphology, has been based on the use of PC 61 BM or PC 71 BM as n-type material. 3As such, although several high-performance nonfullerene n-type materials have been reported recently, 4-8 fullerenes are still attractive scaffolds in constructing new n-type molecules for OPVs, 9-11 if one considers their favorable characteristics and the rich accumulated knowledge.Meanwhile, we are applying a "photoprecursor approach" to the preparation of organic photovoltaic layers, in which semiconducting thin films are prepared by solution deposition of precursors followed by in-situ photoreaction to generate corresponding target compounds. Specifically, our process employs α-diketone-type photoprecursors that can be quantitatively converted to acene compounds with extrusion of carbon monoxide upon visible-light irradiation ( Figure 1a). 12 We have shown that this method is effective in preparing wellperforming photovoltaic layers comprising highly crystalline, scarcely soluble p-type molecular semiconductors which are otherwise hard to process by solution-based techniques. [13][14][15] The photoprecursor approach is also useful for the preparation of multilayer thin films by solution processes, provided that the solub...

show abstract

Characterization and field-effect transistor performance of printed pentacene films prepared by photoconversion of a soluble precursor

Cited by 21 publications

References 40 publications

Evaluation of semiconducting molecular thin films solution-processed via the photoprecursor approach: the case of hexyl-substituted thienoanthracenes

Evaluation of semiconducting molecular thin films solution-processed via the photoprecursor approach: the case of hexyl-substituted thienoanthracenes

Photoprecursor approach as an effective means for preparing multilayer organic semiconducting thin films by solution processes

Fullerene-Based n-Type Materials That Can Be Processed by a Photoprecursor Approach for Photovoltaic Applications

Contact Info

Product

Resources

About