Noncovalent and covalent double assembly: unravelling a unified mechanism for the tubular shape evolution of microporous organic polymers

Kang, Chang Wan; Ko, Ju Hong; Lee, Sang Moon; Kim, Hae Jin; Ko, Yoon‐Joo; Son, Seung Uk

doi:10.1039/c9ta00464e

Cited by 16 publications

(8 citation statements)

References 37 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…As shown in Figure a, the decomposition temperatures corresponding to 5 % weight loss ( T d5 ), determined by thermogravimetric analysis (TGA), are 445, 430, 425, 406, and 419 °C for Azu‐Me , Azu‐Bu , Azu‐Hex , Azu‐EH , and Azu‐Oct , respectively, which are only slightly lower than that of spiro‐OMeTAD (452 °C) and are high enough to withstand the temperatures encountered during PSC fabrication . The derivatives bearing shorter and linear alkyl chains are slightly more stable than those with longer alkyl chains.…”

Section: Resultsmentioning

confidence: 99%

Influence of Alkoxy Chain Length on the Properties of Two‐Dimensionally Expanded Azulene‐Core‐Based Hole‐Transporting Materials for Efficient Perovskite Solar Cells

Truong

Lee

Nakamura

et al. 2019

Chemistry A European J

View full text Add to dashboard Cite

As eries of two-dimensionally expandeda zulenecore-based p systemsh ave been synthesized with different alkyl chain lengths in the alkoxy moieties connected to the partially oxygen-bridged triarylamine skeletons. The thermal, photophysical, and electronic properties of each compound were evaluatedt od etermine the influence of the alkyl chain length on their effectiveness as hole-transporting materials (HTMs)i np erovskites olar cells (PSCs). All the synthesized molecules showedp romising material properties, including high solubility,t he formationo ff lat and amorphous films, and optimal alignment of energy levels with perovskites. In particular, the derivatives with methyl and n-butyli nt he side chains retained amorphous stability up to 233 and 159 8C, respectively.S uch short alkoxyc hains also resulted in improvede lectrical device properties. The PSC device fabricated with the HTM with n-butyl side chains showedt he best performance with ap owerc onversione fficiency of 18.9 %, whichc ompares favorably with that of spiro-OMeTAD-based PSCs (spiro-OMeTAD = 2,2',7,7'-tetrakis[N,Nbis(p-methoxyphenyl)amino]-9,9'-spirobifluorene).[a] Dr.

show abstract

Section: Resultsmentioning

confidence: 99%

Influence of Alkoxy Chain Length on the Properties of Two‐Dimensionally Expanded Azulene‐Core‐Based Hole‐Transporting Materials for Efficient Perovskite Solar Cells

Truong

Lee

Nakamura

et al. 2019

Chemistry A European J

View full text Add to dashboard Cite

show abstract

“…Recently, microporous organic polymers (MOPs) have been prepared by cross-coupling of rigid building blocks. − Our research group has reported that the morphology of MOP materials can significantly influence their functions. , In the synthetic strategy, the morphology of MOP materials could be controlled by templates. − What will happen if the in situ self-assembly of additional molecules concomitantly occurs during the formation of MOP materials? This may be a challenging new approach for the morphology evolution of MOP materials.…”

Section: Introductionmentioning

confidence: 91%

Concomitant Covalent and Noncovalent Assembly: Self-Assembly of Sublimable Caffeine in the Formation of Microporous Organic Polymer for Morphology Evolution and Enhanced Performance

Kang

Lee

Kim

et al. 2020

ACS Sustainable Chem. Eng.

Self Cite

View full text Add to dashboard Cite

This work introduces a so-called "caffeine method" for morphology evolution of microporous organic polymer (MOP). In a proper reaction medium such as triethylamine, caffeine undergoes dynamic self-assembly to 1D crystalline morphologies. The resultant caffeine powder is sublimable. The Sonogashira coupling of multiethynylarenes with multihaloarenes was conducted with the concomitant selfassembly of caffeine in triethylamine to form MOP materials. Through the removal of caffeine from the MOP materials via sublimation, the morphologies of MOP were engineered to 1D ribbon-like or tubular materials. The caffeine method could be applied to shape-controlled synthesis of emissive and catalytic MOP materials. Compared to conventional irregular MOP powder prepared without caffeine, the 1D morphological MOP materials showed enhanced sensing and catalytic performance, due to the thin thicknesses and reduced diffusion pathways of the substrates.

show abstract

“…Hole‐transport materials (HTMs) are a key component of organic light‐emitting diodes (OLEDs) and solid‐state solar cell devices . High performance HTMs for perovskite solar cells (PSCs) should exhibit high glass transition temperatures ( T g ) to suppress the formation of grain boundaries in glassy films which can impede effective charge transfer . A favourable band alignment between the perovskite valence band to HTM (HOMO) level is necessary to promote efficient charge extraction from the photoexcited perovskite layer to the contacts .…”

Section: Figurementioning

confidence: 99%

Precise Control of Thermal and Redox Properties of Organic Hole‐Transport Materials

et al. 2018

View full text Add to dashboard Cite

We report design principles of the thermal and redox properties of synthetically accessible spiro-based hole transport materials (HTMs) and show the relevance of these findings to high-performance perovskite solar cells (PSCs). The chemical modification of an asymmetric spiro[fluorene-9,9'-xanthene] core is amenable to selective placement of redox active triphenylamine (TPA) units.W etherefore leveraged computational techniques to investigate five HTMs bearing TPAgroups judiciously positioned about this asymmetric spiro core.Itwas determined that TPAg roups positioned about the conjugated fluorene moiety increase the free energy change for holeextraction from the perovskite layer,w hile TPAs about the xanthene unit govern the T g values.T he synergistic effects of these characteristics resulted in an HTM characterized by both al ow reduction potential ( % 0.7 Vv s. NHE) and ah igh T g value (> 125 8 8C) to yield adevice power conversion efficiency (PCE) of 20.8 %inaP SC.

show abstract

Noncovalent and covalent double assembly: unravelling a unified mechanism for the tubular shape evolution of microporous organic polymers

Abstract: Noncovalent assembly of ionic species provided a morphology template for the tubular shape evolution of microporous organic polymers.

Cited by 16 publications

References 37 publications

Influence of Alkoxy Chain Length on the Properties of Two‐Dimensionally Expanded Azulene‐Core‐Based Hole‐Transporting Materials for Efficient Perovskite Solar Cells

Influence of Alkoxy Chain Length on the Properties of Two‐Dimensionally Expanded Azulene‐Core‐Based Hole‐Transporting Materials for Efficient Perovskite Solar Cells

Concomitant Covalent and Noncovalent Assembly: Self-Assembly of Sublimable Caffeine in the Formation of Microporous Organic Polymer for Morphology Evolution and Enhanced Performance

Precise Control of Thermal and Redox Properties of Organic Hole‐Transport Materials

Contact Info

Product

Resources

About