Syntheses and Refractive-Indices Properties of Novel Octa-Arms Star-Shaped Polysulfides Radiating from p-t-Butylcalix[8]arene Core

Kudo, Hiroto; Inoue, Hajime; Nishikubo, Tadatomi; Anada, Tetsuo

doi:10.1295/polymj.38.289

Cited by 22 publications

(14 citation statements)

References 31 publications

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“…The acyl group transfer (AGT) is the most recent ring‐opening polymerisation mechanism reported for cyclic sulfides. Thioesters are used as initiators in the presence of quaternary ammonium salts as catalysts to afford linear,123, 124 star‐shaped and large cyclic polysulfides134, 135 (Scheme ).…”

Section: Preparative Strategies For Polysulfidesmentioning

confidence: 99%

Polymers and Sulfur: what are Organic Polysulfides Good For? Preparative Strategies and Biological Applications

Kilcher

Tirelli

2009

Macromol. Rapid Commun.

106

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Sulfur(II)-containing polymers (polysulfides) combine flexible synthetic and processing techniques with a unique responsiveness to oxidants. Here, the polysulfide oxidative sensitivity is put into the biological context of the development of new anti-inflammatory therapies - the development of new anti-inflammatory methodologies, adopted interactions and the minimisation of foreign-body reactions - through the review of 50 years of research on polysulfide synthetic methodologies. Attention is paid to the identification of the most flexible and robust preparative techniques.

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Section: Preparative Strategies For Polysulfidesmentioning

confidence: 99%

Polymers and Sulfur: what are Organic Polysulfides Good For? Preparative Strategies and Biological Applications

Kilcher

Tirelli

2009

Macromol. Rapid Commun.

106

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“…Without adding the heavy atoms involving sulfur element or aromatic compounds which can efficiently elevate the refractive indices of matrices, it is possible to increase the refractive indices of materials. Nishikubo et al reported the significant enhancement of refractive indices of polymeric materials by modulating the polymer morphology . They prepared the sulfur element‐containing polymers with or without connection of the end of polymer chains.…”

Section: Resultsmentioning

confidence: 99%

“…In addition, the molecular motions of polymer chains should be efficiently suppressed. These effects are favorable for increasing the refractive indices of polymers …”

Section: Resultsmentioning

confidence: 99%

Transformation of sulfur to organic-inorganic hybrids employed by networks and their application for the modulation of refractive indices

Tanaka

Yamane

Mitamura

et al. 2014

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

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In this manuscript, we present the hybrid materials with sulfur as an inorganic element. Initially, the network polymers with the polysulfide‐bridged polyhedral oligomeric silsesquioxane were synthesized and mixed with polystyrene and poly(methyl methacrylate). The resulting polymer blends showed higher thermal degradation temperatures than that of the polymer matrix similarly as typical hybrids. Next, it was found that the sulfur‐bridging networks can increase refractive indices of the polymer matrices. Moreover, it was revealed that the loss of Abbe numbers was hardly observed by blending to conventional polymers. © 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 2588‐2595

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“…Eight-arm star-shaped polysulfides were synthesized by the polymerization of PPS using p-t-butylcalix [8] A. KAMEYAMA and T. NISHIKUBO derivative as the core initiator and TBAC catalyst (Scheme 13). 50 The arm-lengths of the star-shaped polysulfides were controlled by feed ratios of [PPS]/([initiator] Â 8). The refractive-indices index (n D ) of poly(PPS (n) -BCA [8] core )s increased with the sulfur contents.…”

Section: Synthesis Of Polymers With Complex Architecturesmentioning

confidence: 99%

Novel Synthesis of Polymers with Well-Defined Structures Based on Selective Reaction of Cyclic Sulfides and Cyclic Ethers Catalyzed by Quaternary Onium Salts

Kameyama

Nishikubo

2009

Polym. J.

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Novel syntheses of polymers with well-defined structures were developed on the basis of the selective reactions of thiiranes and oxiranes with carboxylic esters or active chlorides using quaternary onium salts. (1) A new type of reactive polymers with pendant chloromethyl groups was synthesized by polyaddition of difunctional thiiranes or oxiranes with various organic dichlorides. (2) Polysulfides with controlled molecular weight and narrow molecular weight distribution were synthesized by ring-opening polymerization of thiiranes with carboxylic acid derivatives as initiators and quaternary onium salts as catalysts, in which acyl-groups transfer to the propagating center in each propagation step. The ring-opening polymerization of thiiranes has an advantage in the synthesis of specific shaped polymers such as star polymers and cyclic polymers. (3) Novel A-B type sequence-ordered copolymers were synthesized by alternating ring-opening polymerization of oxiranes withthiobutyrolactone, or of oxetane with cyclic carboxylic anhydrides. (4) Sequence-ordered polymers were successfully synthesized on the basis of a new concept-''transformation of polymer backbones'' using insertion of thiiranes and oxiranes into poly(S-thioester)s in the aforementioned reaction systems. The reaction mechanism and advantages of the reaction systems are also discussed.KEY WORDS: Ring-opening Reaction / Thiirane / Oxirane / Quaternary Onium Salts / Acyl Transfer / Sequence-ordered Polymers / Addition reactions of cyclic compounds such as cyclic ethers with certain reagents are useful synthetic methods for preparing polymeric materials. The addition reactions of oxiranes (epoxy) compounds have been used for syntheses of functional polymers from reactive polymers containing pendant oxirane groups.1 Epoxy resins with multiple oxirane groups are widely utilized with certain curing reagents to obtain thermal cured materials.2 These polymer syntheses are based on the addition reaction of oxiranes with such reagents as amines, carboxylic acids, etc. In general, the reactions provide mixtures of -addition and -addition products (mixtures of regio-isomers).3 Regioselective ring-opening reactions of oxiranes are important research subjects in synthetic organic chemistry, 4 but it has been thought that the reactions of oxiranes with the reagents mentioned are not suitable for precise syntheses of polymers with well-defined structures.Recently, we have developed synthetic methods for functional polymers and chemical modification of polymers based on the regioselective ring-opening reactions of oxiranes with carboxylic esters catalyzed by quaternary onium salts. 5 In a series of studies on ring-opening reaction of cyclic compounds with several reagents; we found novel regioselective reactions of thiiranes or oxiranes to be useful for syntheses of polymers with well-defined structures.A significant advantage of the addition reactions of thiiranes or oxiranes with the reagents is the selective formation ofaddition products without ring-opening polymeriza...

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Syntheses and Refractive-Indices Properties of Novel Octa-Arms Star-Shaped Polysulfides Radiating from p-t-Butylcalix[8]arene Core

Abstract: ABSTRACT:Octa-arms star-shaped polysulfides poly(PPS ðnÞ -BCA[8] core ) (n ¼ 5, 10, 15, 20, 30, 40, 50, 60, and 70) with high refractive-index were synthesized by the radiating from p-t-butylcalix

Cited by 22 publications

References 31 publications

Polymers and Sulfur: what are Organic Polysulfides Good For? Preparative Strategies and Biological Applications

Polymers and Sulfur: what are Organic Polysulfides Good For? Preparative Strategies and Biological Applications

Transformation of sulfur to organic-inorganic hybrids employed by networks and their application for the modulation of refractive indices

Novel Synthesis of Polymers with Well-Defined Structures Based on Selective Reaction of Cyclic Sulfides and Cyclic Ethers Catalyzed by Quaternary Onium Salts

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