A highly transparent and thermally stable copolymer of 1-adamantyl methacrylate and styrene

Koike, Kotaro; Araki, Toshimitsu; Koike, Yasuhiro

doi:10.1002/pi.4794

Cited by 11 publications

(14 citation statements)

References 51 publications

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“…The PAdA and PBoA contain the tertiary and secondary alkyl esters, respectively, but these homopolymers were thermally stable as seen in the high T d5 and T max values shown in Table (344–376 °C and 376–430 °C, respectively) . PAdA showed excellent thermal stability due to the unique characteristics of stable 1‐adamantyl ester structure, from which an olefin is hardly eliminated because the produced adamantene implies significant steric strain . For the copolymers of DiPF with AdA and BoA, they showed intermediate thermal stability and degradation behavior according to the acrylate contents in the copolymers as shown in the TG thermograms in Figure , in which the number X of P(DiPF‐ co ‐AdA)‐X and P(DiPF‐ co ‐BoA)‐X indicates the content of the DiPF repeating units in the copolymers.…”

Section: Resultsmentioning

confidence: 99%

“…22,27,28 PAdA showed excellent thermal stability due to the unique characteristics of stable 1adamantyl ester structure, from which an olefin is hardly eliminated because the produced adamantene implies significant steric strain. 27,[29][30][31] For the copolymers of DiPF with AdA and BoA, they showed intermediate thermal stability…”

Section: Synthesis and Thermal Properties Of Copolymersmentioning

confidence: 99%

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Thermal and mechanical properties of random copolymers of diisopropyl fumarate with 1‐adamantyl and bornyl acrylates with high glass transition temperatures

Matsumoto

Sumihara

2016

J. Polym. Sci. Part A: Polym. Chem.

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We report the thermal, optical, and mechanical properties of random copolymers produced by radical copolymerizations of diisopropyl fumarate (DiPF) with 1‐adamantyl acrylate (AdA) and bornyl acrylate (BoA). The effects of a methylene spacer included in the main chain and bulky ester alkyl groups in the side chain on the copolymer properties are discussed. The produced copolymers are characterized by NMR and UV–vis spectroscopies, size exclusion chromatography, thermogravimetric analysis, differential scanning calorimetry, and dynamic mechanical analysis (DMA). The copolymerization rate and the molecular weight of the copolymers increase with an increase in the acrylate content in feed during the copolymerization (Mw = 25–110 × 103). The onset temperature of decomposition (Td5) and the glass transition temperature (Tg) of the copolymers also increase according to the content of the acrylate units (Td5 = 296–329 °C and 281–322 °C, Tg = 80–133 °C and 91–106 °C for the copolymers of DiPF with AdA and BoA, respectively). Transparent and flexible copolymer films are obtained by a casting method and their optical properties such as transparency and refractive indices are investigated (nD = 1.478–1.479). The viscoelastic data of the copolymers are collected by DMA measurements under temperature control. The storage modulus decreases at a temperature region over the Tg value of the copolymers, depending on the structure and amount of the acrylate units. The sequence structure of the copolymers is analyzed based on monomer reactivity ratios and composition in order to discuss the copolymer properties related to chain rigidity and sequence length distribution. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 288–296

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Section: Resultsmentioning

confidence: 99%

Section: Synthesis and Thermal Properties Of Copolymersmentioning

confidence: 99%

Thermal and mechanical properties of random copolymers of diisopropyl fumarate with 1‐adamantyl and bornyl acrylates with high glass transition temperatures

Matsumoto

Sumihara

2016

J. Polym. Sci. Part A: Polym. Chem.

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“…The mole fractions of MMA and ECPMA in the copolymer, F MMA and F ECPMA , respectively, were measured by 13…”

Section: Methodsmentioning

confidence: 99%

“…Methacrylates are common building blocks of copolymer materials used for photoresists in the semiconductor industry. [1][2][3][4][5][6][7][8][9][10][11][12][13] These polymers are produced by means of radical chain polymerization. Their macroscopic properties which are critical for their functions in industrial applications are directly related to their microscopic properties, including molecular weight distribution (MWD), copolymer composition, and monomer sequence distribution.…”

Section: Introductionmentioning

confidence: 99%

A Combined Computational and Experimental Study of Copolymerization Propagation Kinetics for 1-Ethylcyclopentyl methacrylate and Methyl methacrylate

Zhang

Gao

et al. 2016

Macromol. Theory Simul.

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The crosspropagation of 1-ethylcyclopentyl methacrylate (ECPMA) and methyl methacrylate (MMA) has been studied using a combination of quantum chemistry calculations and experiment. Our computational work utilizes a trimer-to-tetramer reaction model, coupled with an ONIOM (B3LYP/6-31G(2df,p): B3LYP/6-31G(d)) method for geometry optimization and an M06-2X/6-311+G(2df,p) method plus SMD solvation model for single point energy calculations. The results show several trends: the identity of the ultimate unit of a trimer radical affects not only the preferred conformation of the region where the reaction takes place, but also the reactivity of the radical; the addition of an ECPMA monomer to the radicals is generally favored compared to an MMA monomer; the pen-penultimate unit of a trimer radical shows a nonnegligible entropic effect; the penultimate unit effect is implicit for the ECPMA-MMA copolymer system. Finally, terminal model reactivity ratios fi tted based on the explicit rate coeffi cients calculated from the quantum chemical results are compared with those from experimental measurements. The computations not only agree qualitatively with experimentally derived results in terms of the selectivity of ECPMA-MMA crosspropagation, but also give reasonable quantitative predictions of reactivity ratios.

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“…Flame-retarding polymer nanocomposites have been synthesized by using a widely used engineering plastic with surface modified diamondoids [15,16]. Studies have also discovered that adding diamondoids into a polymer matrix may improve its transparency in the optical regime [17], increase the refractive index with low optical dispersion [18], and reduce the dielectric constant of the polymer [19]. These unique features have made the diamondoid-containing polymer nanocomposites suitable as optical and low-κ dielectric materials.…”

Section: Introductionmentioning

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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A highly transparent and thermally stable copolymer of 1-adamantyl methacrylate and styrene

Abstract: Thermal and optical properties of copolymers of 1‐adamantyl methacrylate (AdMA) and styrene (St) are investigated. The azeotropic copolymer with a glass transition temperature of 170 °C proves to be intrinsically more transparent than polystyrene.

Cited by 11 publications

References 51 publications

Thermal and mechanical properties of random copolymers of diisopropyl fumarate with 1‐adamantyl and bornyl acrylates with high glass transition temperatures

Thermal and mechanical properties of random copolymers of diisopropyl fumarate with 1‐adamantyl and bornyl acrylates with high glass transition temperatures

A Combined Computational and Experimental Study of Copolymerization Propagation Kinetics for 1-Ethylcyclopentyl methacrylate and Methyl methacrylate

Nanotechnology of diamondoids for the fabrication of nanostructured systems

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