Azeotropic Binary Solvent Mixtures for Preparation of Organic Single Crystals

Li, Xiaoran; Kjellander, B. K. Charlotte; Anthony, John E.; Bastiaansen, C.W.M.; Broer, Dirk J.; Gelinck, Gerwin H.

doi:10.1002/adfm.200901353

Cited by 51 publications

(46 citation statements)

References 59 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…When the ethanol solvent is added, it is expected that the hydroxyl groups in ethanol facilitate the intermolecular π-π overlapping of SMDPPEH backbones, further leading to the supramolecular aggregation of SMDPPEH molecules that serve as nucleation seeds. 37 When the solution supersaturation point is reached, the SMDPPEH molecules start to crystallize from the nucleation seeds and grow in the same direction as of the capillary force, resulting in well-aligned SMDPPEH crystals with enhanced crystal coverage and width. In specific, when a small amount of ethanol is added as in the case of chloroform and ethanol at 15:1 ratio, the slight supramolecular aggregation of SMDPPEH molecules created only a small number of nucleation seeds, contributing to the formation of a few well-aligned crystals, as illustrated in the top left cartoon of Figure 3(f).…”

Section: Resultsmentioning

confidence: 99%

Solution-grown small-molecule organic semiconductor with enhanced crystal alignment and areal coverage for organic thin film transistors

Chen

et al. 2015

AIP Advances

View full text Add to dashboard Cite

Drop casting of small-molecule organic semiconductors typically forms crystals with random orientation and poor areal coverage, which leads to significant performance variations of organic thin-film transistors (OTFTs). In this study, we utilize the controlled evaporative self-assembly (CESA) method combined with binary solvent system to control the crystal growth. A small-molecule organic semiconductor,2,5-Di-(2-ethylhexyl)-3,6-bis(5″-n-hexyl-2,2′,5′,2″]terthiophen-5-yl)-pyrrolo[3,4-c]pyrrole-1,4-dione (SMDPPEH), is used as an example to demonstrate the effectiveness of our approach. By optimizing the double solvent ratios, well-aligned SMDPPEH crystals with significantly improved areal coverage were achieved. As a result, the SMDPPEH based OTFTs exhibit a mobility of 1.6 × 10−2 cm2/V s, which is the highest mobility from SMDPPEH ever reported.

show abstract

Section: Resultsmentioning

confidence: 99%

Solution-grown small-molecule organic semiconductor with enhanced crystal alignment and areal coverage for organic thin film transistors

Chen

et al. 2015

AIP Advances

View full text Add to dashboard Cite

show abstract

“…[16] Besides, unlike inorganic 2D crystals, high-quality 2DMCs are easy to achieve through low-temperature solution-processed methods, like coating and printing. [17][18][19][20][21][22][23] For example, Hu and coworkers demonstrated a strategy of introducing water as a growth surface to fabricate 2DMCs. [17][18][19][20][21][22][23] For example, Hu and coworkers demonstrated a strategy of introducing water as a growth surface to fabricate 2DMCs.…”

mentioning

confidence: 99%

Surficial Marangoni Flow‐Induced Growth of Ultrathin 2D Molecular Crystals on Target Substrates

Xiao

Fang

Deng

et al. 2019

Adv Materials Inter

View full text Add to dashboard Cite

devices. [16] Besides, unlike inorganic 2D crystals, high-quality 2DMCs are easy to achieve through low-temperature solution-processed methods, like coating and printing. [9,13] Compared to the growth of 1D organic crystals (e.g., wires, ribbons), growth of ultrathin 2DMCs requires suppression of "coffee-ring" effect during the process of solvent evaporation to ensure uniform molecule spreading. [17][18][19][20][21][22][23] For example, Hu and coworkers demonstrated a strategy of introducing water as a growth surface to fabricate 2DMCs. [24] In this method, when the organic solution with low surface tension was dropped on the water (a high surface tension media), the solution would spontaneously and rapidly spread on the water surface by the local surface tension gradients, which is well known as a Marangoni effect. As a result, a uniform distribution of molecules occurred on the water surface, thus forming micrometersized 2DMCs. Li and coworkers further enhanced the spreading of the organic solution on the water by decreasing the interfacial surface tension between the water and organic solution, [25,26] and fewlayered or even monolayer 2DMCs were successfully obtained on the water surface. A common feature of the ultrathin 2DMCs obtained in these strategies is that the crystallization occurs on the liquid surface. Therefore, an additional transfer process to the target substrate is required for the subsequent device applications. Although various methods have been developed for efficient transfer of the 2DMCs, it remains a challenge to avoid damage or contamination of the 2DMCs during the transfer process. [24][25][26][27] Herein, we report a surficial Marangoni flow-induced selfassembly (SMFIS) method for the fabrication of 2DMCs directly on target substrates. This method involves two key stages for 2DMCs growth: i) confined crystallization field at a liquid/air interface produced by solvent-antisolvent mixture and ii) surficial Marangoni flow induced 2D crystal growth process. Soluble acene derivative, 2,8-difluoro-5,11-bis(triethylsilylethynyl) anthradithiophene (Dif-TES-ADT) is used as a model system to demonstrate the feasibility and effectiveness of the method, which can also be extended to other small-molecule organic semiconductors including p-type 2,7-Didecyl[1]benzothieno [3,2b][1]benzothiopene (C 10 -BTBT) and n-type N, 4,9, ). Millimeter-sized and ultrathin 2D Dif-TES-ADT crystals with step-and-terrace 2D molecular crystals (2DMCs) are emerging as excellent candidates for the application of organic field-effect transistors (OFETs), owing to their enhanced charge transport efficiency and long-range molecular ordering. However, many current methods involve an additional transfer process, which largely hinders the large-area fabrication of high-quality, intact 2DMCs for practical applications. Here, an efficient surficial Marangoni flow-induced self-assembly (SMFIS) method is developed for the fabrication of 2DMCs directly on target substrates without the need of a transfer process. This method utilize...

show abstract

“…Various factors should be considered to control the nucleation and growth of SC TIPS‐PEN from solution including the boiling temperature of the solvent, the solution wettability on the substrate, and the affinity of the solvent to TIPS‐PEN. A previous study demonstrated that dodecane, a high temperature boiling solvent with low surface tension, when mixed with a major solvent, dichlorobenzene, is suitable for developing flat and single crystalline TIPS‐PEN in ink‐jetted droplets 6, 21. We also screened various solvents among which toluene gave rise to a TIPS‐PEN film after slow drop‐casting of a 1 wt% TIPS‐PEN solution over 6 hours with needle‐like crystals.…”

mentioning

confidence: 99%

Tailored Single Crystals of Triisopropylsilylethynyl Pentacene by Selective Contact Evaporation Printing

et al. 2011

View full text Add to dashboard Cite

show abstract

Azeotropic Binary Solvent Mixtures for Preparation of Organic Single Crystals

Cited by 51 publications

References 59 publications

Solution-grown small-molecule organic semiconductor with enhanced crystal alignment and areal coverage for organic thin film transistors

Solution-grown small-molecule organic semiconductor with enhanced crystal alignment and areal coverage for organic thin film transistors

Surficial Marangoni Flow‐Induced Growth of Ultrathin 2D Molecular Crystals on Target Substrates

Tailored Single Crystals of Triisopropylsilylethynyl Pentacene by Selective Contact Evaporation Printing

Contact Info

Product

Resources

About