Synthesis and properties of poly(2-adamantyl vinyl ether)-based optical plastics

Namikoshi, Takeshi; Hashimoto, Tamotsu; Makino, Yusuke; Imaeda, Tsuguto; Urushisaki, Michio; Sakaguchi, Toshikazu

doi:10.1007/s00289-014-1130-5

Cited by 8 publications

(5 citation statements)

References 19 publications

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“…Table 1 summarizes the values of the dielectric constant of the previously reported adamantane-containing polymers. Due to the additional functionalities, the incorporation of adamantane moieties has widened the range of applications of organic polymers, including optics and optoelectronics [105].…”

Section: Adamantane and Its Derivativesmentioning

confidence: 99%

Nanotechnology of diamondoids for the fabrication of nanostructured systems

Yeung

Dong

Chen

et al. 2020

Nanotechnology Reviews

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Diamondoids are cage-like hydrocarbon materials with unique characteristics such as low dielectric constants, negative electron affinity, large steric bulk, and electron-donating ability. They are widely used for advanced functional materials in nanocomposite science. Surface modification of diamondoids also produces functional derivatives that broaden its applications. This article provides a concise review of the fundamentals of diamondoids, including their origin and functionalization, electronic structure, optical properties, and vibrational characteristics. The recent advances of diamondoids and their derivatives in applications, such as nanocomposites and thin film coatings, are presented. The fabrication of diamondoid-based nanostructured devices, including electron emitters, catalyst sensors, and light-emitting diodes, are also reviewed. Finally, the future developments of this unique class of hydrocarbon materials in producing a novel nanostructure system using advanced nanotechnologies are discussed. This review is intended to provide a basic understanding of diamondoid properties, discuss the recent progress of its modifications and functionalization, and highlight its novel applications and future prospects.

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Section: Adamantane and Its Derivativesmentioning

confidence: 99%

Nanotechnology of diamondoids for the fabrication of nanostructured systems

Yeung

Dong

Chen

et al. 2020

Nanotechnology Reviews

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“… 6 , 7 In addition, organic polymers are promising optical materials because they are inexpensive, 8 , 9 lightweight, 10 , 11 and moldable. 10 , 12 However, their optical properties often degrade due to low mechanical resistance, inhomogeneity, and temperature sensitivity, limiting their application in precision optical devices such polarimetry and interferometry. 13 In contrast, crystalline materials have better performance for these applications.…”

Section: Introductionmentioning

confidence: 99%

“…Crystal symmetry, electronic structure, and chemical stability are key factors that determine the properties of materials for optical devices such as polarizers, mirrors, or detectors . Precise fabrication of optical materials is also key to the development of advanced technology such as entangle-photon sources , and solid-state spin platforms for quantum technology. , In addition, organic polymers are promising optical materials because they are inexpensive, , lightweight, , and moldable. , However, their optical properties often degrade due to low mechanical resistance, inhomogeneity, and temperature sensitivity, limiting their application in precision optical devices such polarimetry and interferometry . In contrast, crystalline materials have better performance for these applications.…”

Section: Introductionmentioning

confidence: 99%

Anisotropic Band-Edge Absorption of Millimeter-Sized Zn(3-ptz)₂ Single-Crystal Metal–Organic Frameworks

et al. 2022

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Metal−organic frameworks (MOFs) have emerged as promising tailor-designed materials for developing next-generation solid-state devices with applications in linear and nonlinear coherent optics. However, the implementation of functional devices is challenged by the notoriously difficult process of growing large MOF single crystals of high optical quality. By controlling the solvothermal synthesis conditions, we succeeded in producing large individual single crystals of the noncentrosymmetric MOF Zn(3-ptz) 2 (MIRO-101) with a deformed octahedron habit and surface areas of up to 37 mm 2 . We measured the UV−vis absorption spectrum of individual Zn(3-ptz) 2 single crystals across different lateral incidence planes. Millimeter-sized single crystals have a band gap of E g = 3.32 eV and exhibit anisotropic absorption in the band-edge region near 350 nm, whereas polycrystalline samples are fully transparent in the same frequency range. Using solid-state density functional theory (DFT), the observed size dependence in the optical anisotropy is correlated with the preferred orientation adopted by pyridyl groups under conditions of slow crystal self-assembly. Our work thus paves the way for the development of optical polarization switches based on metal− organic frameworks.

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“…Of the branched alkanes, diamondoids are highly symmetric and polycyclic, with a molecular geometry superimposable on the diamond lattice, and the smallest diamondoid, adamantane (tricyclo [3.3.1.13,7]decane), exhibits a remarkably high melting point above 220 C. 7 When incorporated as a pendant group in a range of olefins, [8][9][10][11][12][13][14][15][16][17][18] adamantane has imparted unique thermal and oxidative stability, low surface energy, high density and hydrophobicity, high refractive index and UV-transparency to polymers. 8,10,12 Tunable T g s have been observed by statistical copolymerizations varying the proportions of adamantyl-modified monomers with their parent monomers.…”

Section: Introductionmentioning

confidence: 99%

Dienes and diamondoids: poly(2‐[1‐adamantyl]‐1,3‐butadiene) and random copolymers with isoprene via redox‐emulsion polymerization and their hydrogenation

Hill

McDonald

Roll

2021

J of Applied Polymer Sci

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A novel route to adamantane substituted diene copolymers is demonstrated using emulsion polymerization, with an improved monomer synthesis. Heterogenous dehydration of 2-(1-adamantyl)-3-buten-2-ol using Amberlyst ® -15 cationic exchange resin at ambient temperature gave 2-(1-adamantyl)-1,3-butadiene (1) in excellent yield and presents an attractive alternative monomer synthesis route. Emulsion polymerization of 1 and mixtures of 1 and isoprene was carried out at room temperature using redox pair, hydroperoxide initiator. All poly(1) and poly(1-ran-isoprene) samples were soluble in common organic solvents and exhibited high 1,4-microstructure. A continuous increase in glass transition temperature from −63 to 172 C was observed by increasing the ratio of 1 in the comonomer feed of poly(1-ran-isoprene), and T g values were in good agreement with the Fox equation. After complete hydrogenation to poly(1-vinyladamantane-alt-ethylene-ran-propylene-alt-ethylene), a continuous increase in T g was observed from −55 to 152 C. The high solubility and improved access to 2-(1-adamantyl)-1,3-butadiene opens the door to exploration of diene polymers with enhanced high temperature properties.

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Synthesis and properties of poly(2-adamantyl vinyl ether)-based optical plastics

Cited by 8 publications

References 19 publications

Nanotechnology of diamondoids for the fabrication of nanostructured systems

Nanotechnology of diamondoids for the fabrication of nanostructured systems

Anisotropic Band-Edge Absorption of Millimeter-Sized Zn(3-ptz)₂ Single-Crystal Metal–Organic Frameworks

Dienes and diamondoids: poly(2‐[1‐adamantyl]‐1,3‐butadiene) and random copolymers with isoprene via redox‐emulsion polymerization and their hydrogenation

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Synthesis and properties of poly(2-adamantyl vinyl ether)-based optical plastics

Cited by 8 publications

References 19 publications

Nanotechnology of diamondoids for the fabrication of nanostructured systems

Nanotechnology of diamondoids for the fabrication of nanostructured systems

Anisotropic Band-Edge Absorption of Millimeter-Sized Zn(3-ptz)2 Single-Crystal Metal–Organic Frameworks

Dienes and diamondoids: poly(2‐[1‐adamantyl]‐1,3‐butadiene) and random copolymers with isoprene via redox‐emulsion polymerization and their hydrogenation

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Anisotropic Band-Edge Absorption of Millimeter-Sized Zn(3-ptz)₂ Single-Crystal Metal–Organic Frameworks