Highly transparent and photopatternable spirobifluorene-based polythioethers with high refractive indices via thiol-ene click chemistry

Iino, Shota; Sobu, Shigeki; Nakabayashi, Kazuhiro; Samitsu, Sadaki; Mori, Hideharu

doi:10.1016/j.polymer.2021.123725

Cited by 11 publications

(9 citation statements)

References 61 publications

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“…For example, sulfur-containing polyimides exhibited high RI ( n ∼ 1.7) alongside excellent mechanical properties, although the transparency of the films was typically low owing to the coloration originating from the inherent charge–transfer interaction. , Recently, spirobifluorenes , and triazine-bearing aromatic rings , have been reported as substructures for small birefringent and highly transparent polymers with refractive indices of 1.6–1.7 in combination with structures possessing high [ R ] values (e.g., phenylene sulfide or thianthrene). Our group previously reported HRIPs based on poly(phenylene sulfide) (PPS) derivatives.…”

Section: Introductionmentioning

confidence: 99%

Designing Ultrahigh-Refractive-Index Amorphous Poly(phenylene sulfide)s Based on Dense Intermolecular Hydrogen-Bond Networks

Watanabe

Oyaizu

2022

Macromolecules

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High-refractive-index polymers (HRIPs) are currently in demand for the fabrication of state-of-the-art optical devices with high performance. However, few HRIPs that display both ultrahigh refractive index (over 1.8) and high Abbe number (over 20) have been reported owing to the typical trade-off between these two parameters. Herein, we found that poly(2hydroxy-1,4-phenylene sulfide) exhibited an unprecedented ultrahigh refractive index (n D = 1.80) with an amorphous nature, high glass-transition temperature, good transparency, and high Abbe number (ν D = 20). Spectroscopic analyses and density measurements revealed that the dense hydrogen-bond (H-bond) networks of the hydroxy-substituted poly(phenylene sulfide) in the bulk state enabled the realization of an ultrahigh refractive index without any decline in transparency.

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Section: Introductionmentioning

confidence: 99%

Designing Ultrahigh-Refractive-Index Amorphous Poly(phenylene sulfide)s Based on Dense Intermolecular Hydrogen-Bond Networks

Watanabe

Oyaizu

2022

Macromolecules

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“…The refractive index of the polymer is greater than 1.6606 at 633 nm due to the presence of high molar refractive index groups. [ 66 ] Although the refractive index and transparency are still restricted, the overall optical properties of the polymer are excellent.…”

Section: The Relationship Between Molecular Structure and Properties ...mentioning

confidence: 99%

Molecular Structure and Properties of Sulfur‐Containing High Refractive Index Polymer Optical Materials

Zhou,

Zhu,

Zhang

et al. 2023

Macromol. Rapid Commun.

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High refractive index polymers (HRIPs) are widely used in lenses, waveguide, antireflective layer and encapsulators, especially the advanced fields of augmented/virtual reality (AR / VR) holographic technology and photoresist for chip manufacturing. In order to meet the needs of different applications, the development of HRIPs focuses not only on the increase in refractive index but also on the balance of other properties. Sulfur‐containing high refractive index polymers have received extensive attention from researchers due to their excellent properties. In recent years, not only ultra‐high refractive index sulfur‐containing polymers have been continuously developed, but also low dispersion, low birefringence, high transparency, good mechanical properties and machinability have been studied. The design of HRIPs is generally based on formulas and existing experience. In fact, molecular structure and properties are closely related. Mastering the structure‐property relationship helps researchers to develop high refractive index polymer materials with balanced properties. This review briefly introduces the preparation methods of sulfur‐containing high refractive index polymers, and summarizes the structure‐property relationship between the sulfur‐containing molecular structure and optical properties, mechanical properties, thermal properties, etc. Finally, the important role of synergistic effect in the synthesis of HRIPs and the prospect of future research on HRIPs are proposed.This article is protected by copyright. All rights reserved

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“…This structural feature that reduces the close packing and probability of interchain interactions induces a higher solubility of SBF-containing compounds. [64][65][66][67][68][69] In contrast to TzTz, aromatic spiro-annulated compounds behave with an electron-rich character that is in advance of a variety of OSCs. 70,71 Moreover, 9,9-spirobifluorene (SBF) and its derivatives are employed as efficient emitters with colours ranging from the frequently occurring blue/green blue, to the less common yelloworange, to the rare red/orange-red.…”

Section: Structure-property Relationshipmentioning

confidence: 99%

Thiazolo[5,4-d]thiazoles with a spirobifluorene moiety as novel D–π–A type organic hosts: design, synthesis, structure–property relationship and applications in electroluminescent devices

Andicsová

Tokárová

Kozma³

et al. 2023

New J. Chem.

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Highly transparent and photopatternable spirobifluorene-based polythioethers with high refractive indices via thiol-ene click chemistry

Cited by 11 publications

References 61 publications

Designing Ultrahigh-Refractive-Index Amorphous Poly(phenylene sulfide)s Based on Dense Intermolecular Hydrogen-Bond Networks

Designing Ultrahigh-Refractive-Index Amorphous Poly(phenylene sulfide)s Based on Dense Intermolecular Hydrogen-Bond Networks

Molecular Structure and Properties of Sulfur‐Containing High Refractive Index Polymer Optical Materials

Thiazolo[5,4-d]thiazoles with a spirobifluorene moiety as novel D–π–A type organic hosts: design, synthesis, structure–property relationship and applications in electroluminescent devices

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