Low bandgap poly(fluorinated metallophthalocyanine- alt -diketopyrrolopyrrole)s with outstanding thermal stability

Mutyala, Anil Kumar; Hong, Sun-Mi; Namgoong, Jin Woong; Kim, Jae Pil; Park, Jong Soo

doi:10.1016/j.dyepig.2017.03.040

Cited by 12 publications

(4 citation statements)

References 13 publications

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“…To address this, the development of new materials with a high molar extinction coefficient for colorants is crucial [ 4 , 5 , 6 , 7 , 8 ]. Furthermore, the study of materials with high thermal and chemical properties for colorants is urgently needed to reliably prepare and use components in small-sized pixels [ 9 , 10 , 11 , 12 ]. This becomes important for creating stable components in small-sized pixels.…”

Section: Introductionmentioning

confidence: 99%

Enhancement of Optical and Chemical Resistance Properties with a Novel Yellow Quinophthalone Derivative for Image Sensor Colorants

Park,

Jillella,

Kwon

et al. 2024

Molecules

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A novel quinophthalone derivative, 4,5,6,7-tetrachloro-2-(2-(3-hydroxy-1-oxo-1H-cyclopenta[b]naphthalen-2-yl)quinolin-4-yl)isoindoline-1,3-dione (TCHCQ), was designed and synthesized as a yellow colorant additive for green color filters in image sensors. The characteristics of the new material were evaluated in terms of optical, thermal, and chemical properties under solution and color filter film conditions. TCHCQ exhibited a significantly enhanced molar extinction coefficient in solution, being 1.21 times higher than that of the commercially used yellow colorant Y138. It also demonstrated excellent thermal stability, with a decomposition temperature (Td) exceeding 450 °C. Utilizing the nano-pigmentation process, TCHCQ was used to prepare nano-sized particles with an excellent average size of 35 nm. This enabled the fabrication of a color filter film with outstanding properties. The optical properties of the produced film revealed outstanding yellow colorant transmittance of 0.97% at 435 nm and 91.2% at 530 nm. The color filter film exhibited similar optical and thermal stability to Y138, with an improved chemical stability, as evidenced by a ΔEab value of 0.52. The newly synthesized TCHCQ is considered a promising candidate for use as a yellow colorant additive in image sensor color filters, demonstrating superior optical, thermal, and chemical stability.

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Section: Introductionmentioning

confidence: 99%

Enhancement of Optical and Chemical Resistance Properties with a Novel Yellow Quinophthalone Derivative for Image Sensor Colorants

Park,

Jillella,

Kwon

et al. 2024

Molecules

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“…However, this method is limited by the low solubility of pigments, which makes producing smaller particles difficult and leads to light scattering by aggregated particles [ 1 , 2 , 3 , 4 ]. To resolve these problems, dye-based color filters have been studied [ 5 , 6 , 7 , 8 ]. Because dyes are soluble in solvents, light scattering by particles is not observed, and light transmittance is therefore improved.…”

Section: Introductionmentioning

confidence: 99%

“…Because dyes are soluble in solvents, light scattering by particles is not observed, and light transmittance is therefore improved. In addition, improved thermal and solvent stability in industrial solvents such as propylene glycol monomethyl ether acetate (PGMEA) must be realized for these dyes to be used in dye-based color filters [ 2 , 5 , 6 , 7 , 8 ]. If dyes are not stable in common industrial solvents such as PGMEA, then their application in color filters will be difficult [ 9 , 10 , 11 ].…”

Section: Introductionmentioning

confidence: 99%

Novel Yellow Azo Pyridone Derivatives with Different Halide Atoms for Image-Sensor Color Filters

et al. 2022

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Novel yellow azo pyridone dye derivatives were synthesized for use in image-sensor color filters. The synthesized compounds have a basic chemical structure composed of azo, hydroxy, amide, and nitrile groups as well as different halide groups. New materials were evaluated on the basis of their optical, thermal, and surface properties under conditions mimicking those of a commercial device fabrication process. A comparison of their related performance revealed that, among the four prepared compounds, 5-((4,6-dichlorocyclohexa-2,4-dien-1-yl)diazenyl)-6-hydroxy-1,4-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (Cl-PAMOPC) exhibited the best performance as an image-sensor color filter material, including a solubility greater than 0.1 wt% in propylene glycol monomethyl ether acetate solvent, a high decomposition temperature of 263 °C, and stable color difference values of 4.93 and 3.88 after a thermal treatment and a solvent-resistance test, respectively. The results suggest that Cl-PAMOPC can be used as a green dye additive in an image-sensor colorant.

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“…Phthalocyanines (Pcs) are a kind of macrocyclic compound with strong visible and NIR absorption, high chemical and thermal stability, and diverse architectural flexibility and coordination properties. , We have long been interested in the preparation of Pc derivatives for various applications. Generally, Pcs have strong absorption in the regions of 600–800 nm (Q-band) and 250–400 nm (sort band) simultaneously. − When combined with the MLCT band (λ max at 580 nm), it would cover wide ranges of UV–visible regions, with an extension of the absorption in NIR regions. Intrigued by the idea, as an effort to make use of optical properties of the Pc skeleton, we have newly designed the bisterpyridine attached with a Pc spacer, which could form linear MEPEs by complexing with transition metal ions.…”

Section: Introductionmentioning

confidence: 99%

Iron Phthalocyanine Incorporated Metallo-Supramolecular Polymer for Superior Electrochromic Performance with High Coloration Efficiency and Switching Stability

Arockiam

Son

Han

et al. 2019

ACS Appl. Energy Mater.

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In this study, we newly synthesized iron phthalocyanine incorporated iron metallo-supramolecular polymers (Pc-Fe-polymer) and investigated its electrochromic behavior in both solution and solid-state devices. The presence of a terpyridine-attached iron phthalocyanine (FePc-TP) spacer revealed long-wavelength absorption at 670–700 nm, and the metal-to-ligand charge transfer (MLCT) by Fe-terpyridine coordination induced another absorption at 578 nm. Consequently, the Pc-Fe-polymer covered broad ranges of visible and near-infrared regions. Furthermore, due to facile charge delocalization during the Fe2+ to Fe3+ redox process, the Pc-Fe-polymer exhibited enhanced electrochromic performances. The Pc-Fe-polymer film experienced reversible electrochromic switching by changing the color from dark blue to transparent green in both solution and solid-state devices using LiClO4 as an electrolyte. The Pc-Fe-polymer exhibited exceptionally high switching stability (>1000 times) and a high coloration efficiency of 346.7 cm2/C and 211.4 cm2/C in solution and solid-state devices, respectively. Besides, we successfully demonstrated the feasibility of applying the Pc-Fe-polymer for flexible electrochromic devices on a plastic substrate. This study’s results suggest a designing concept for electrochromic materials that have highly stable and efficient switching for smart display and window applications.

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Low bandgap poly(fluorinated metallophthalocyanine- alt -diketopyrrolopyrrole)s with outstanding thermal stability

Cited by 12 publications

References 13 publications

Enhancement of Optical and Chemical Resistance Properties with a Novel Yellow Quinophthalone Derivative for Image Sensor Colorants

Enhancement of Optical and Chemical Resistance Properties with a Novel Yellow Quinophthalone Derivative for Image Sensor Colorants

Novel Yellow Azo Pyridone Derivatives with Different Halide Atoms for Image-Sensor Color Filters

Iron Phthalocyanine Incorporated Metallo-Supramolecular Polymer for Superior Electrochromic Performance with High Coloration Efficiency and Switching Stability

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