Unexpected fluorescence from maleimide-containing polyhedral oligomeric silsesquioxanes: nanoparticle and sequence distribution analyses of polystyrene-based alternating copolymers

Mohamed, Mohamed Gamal; Hsu, Kuo-Chih; Hong, Jin‐Long; Kuo, Shiao‐Wei

doi:10.1039/c5py01537e

Cited by 89 publications

(51 citation statements)

References 80 publications

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“…The data in Table suggest that the conformation of the benzene ring of the St unit is severely constrained by the significant steric hindrance of the maleimide adjacent to the St unit. Several works related to the optical properties of polymers containing maleimide units have recently been reported, but the control of the property based on the molecular design is still difficult because of many unachieved tasks. We are now continuing further studies on the birefringence properties of various copolymers containing the maleimide repeating units including the RPhMIs.…”

Section: Resultsmentioning

confidence: 99%

Thermal, Mechanical, and Optical Properties of Maleimide Copolymers Containing Twisted N‐Phenyl Substituents in the Side Chain

Nagase

Matsumoto

2020

ChemistrySelect

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UV absorption spectroscopic measurements and DFT calculations revealed that N-(alkyl-substituted phenyl)maleimides with substituents at the ortho position favored a twisted N-phenyl conformation, due to the steric hindrance between the maleimide ring and the substituted N-phenyl moiety. Highmolecular-weight copolymers were synthesized by radical copolymerization of the N-(alkyl-substituted phenyl)maleimides with n-butyl vinyl ether and n-butyl acrylate. The thermal properties of the copolymers were determined by thermogravimetric analysis and differential scanning calorimetry. The mechanical tensile tests under temperature control revealed the mechanical features of the copolymers depending on their repeating structure and composition. The significant temperature dependence of the modulus and strain of the copolymers was also clarified. Then, the transparency, refractive indices, and birefringence properties of the copolymer films were evaluated. It was confirmed that the maleimide copolymers had negative orientational birefringence with small absolute values and positive photoelastic birefringence. The effect of the conformational structure of the N-phenyl groups on the thermal, mechanical, and optical properties of the copolymers was discussed.[a] S. Nagase, Prof. A. Matsumoto

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Section: Resultsmentioning

confidence: 99%

Thermal, Mechanical, and Optical Properties of Maleimide Copolymers Containing Twisted N‐Phenyl Substituents in the Side Chain

Nagase

Matsumoto

2020

ChemistrySelect

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“…Functional polymers with reactive sites are widely used as components for smart materials. Maleimides are highly reactive, exemplified by their thiol–ene click reactions with thiol reagents, reversible Diels–Alder reactions with furans, alternating copolymerization reactions with vinyl monomers such as styrene, and photoactivated reactions . Due to their high and selective reactivity, maleimides have been extensively studied, whereby growing interest has been focused on the application of maleimides in polymer chemistry for the development of well‐designed functional materials.…”

Section: Introductionmentioning

confidence: 99%

Maleimidophenyl isocyanates as postpolymerization modification agents and their applications in the synthesis of block copolymers

Takashima

Kida

Aoki

et al. 2019

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

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The maleimide structure is highly reactive, exemplified by thiol–ene click reactions with thiols and Diels–Alder reactions with furans. Although postpolymerization modifications and macromolecular conjugations involving maleimide units have been widely studied, mostly due to their selectivity and high reactivity, little has been reported on the one‐pot postpolymerization introduction of maleimides in polymer chains. Herein, we report p‐maleimidophenyl isocyanate and its derivatives as modification agents to introduce maleimide moieties by reaction with hydroxy groups into polymer chains. The high reactivity of the resulting modification agents and of the corresponding maleimide structures once inserted in the polymer chains was examined by studying their reaction kinetics. Furthermore, these modification agents were successfully applied to the synthesis of macromonomers for graft polymerization and various block copolymers, with, for example, AB‐type, star‐shaped, and H‐shaped architectures. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 2396–2406

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“…The size of POSSs depends on the surrounding R groups, where R could be a hydrogen atom or organic functional groups which could be precisely functionalized via the living/controlled polymerization techniques [ 24 ]. POSSs have been reported to construct hybrid polymers with well-defined structures, including telechelic-shaped [ 25 , 26 , 27 ] and star-shaped [ 28 , 29 , 30 ] polymers, dendrimers [ 31 , 32 , 33 ], block copolymers [ 34 , 35 , 36 ], and alternative copolymers [ 37 , 38 ]. These interesting structures and properties of POSSs make them widely used in hybrid materials [ 39 , 40 ], drug delivery [ 41 , 42 ], biomedical applications [ 43 , 44 ], catalytic supports [ 45 , 46 ], and so on [ 47 , 48 , 49 ], which have been reviewed extensively [ 47 , 50 , 51 , 52 ].…”

Section: Introductionmentioning

confidence: 99%

Self-Assembly and Applications of Amphiphilic Hybrid POSS Copolymers

et al. 2018

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Understanding the mechanism of molecular self-assembly to form well-organized nanostructures is essential in the field of supramolecular chemistry. Particularly, amphiphilic copolymers incorporated with polyhedral oligomeric silsesquioxanes (POSSs) have been one of the most promising materials in material science, engineering, and biomedical fields. In this review, new ideas and research works which have been carried out over the last several years in this relatively new area with a main focus on their mechanism in self-assembly and applications are discussed. In addition, insights into the unique role of POSSs in synthesis, microphase separation, and confined size were encompassed. Finally, perspectives and challenges related to the further advancement of POSS-based amphiphilics are discussed, followed by the proposed design considerations to address the challenges that we may face in the future.

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Unexpected fluorescence from maleimide-containing polyhedral oligomeric silsesquioxanes: nanoparticle and sequence distribution analyses of polystyrene-based alternating copolymers

Abstract: Unusual fluorescent polyhedral oligomeric silsesquioxane (POSS)-containing polymers lacking any common fluorescent units because of the crystallinity and clustering of locked CO groups of POSS units.

Cited by 89 publications

References 80 publications

Thermal, Mechanical, and Optical Properties of Maleimide Copolymers Containing Twisted N‐Phenyl Substituents in the Side Chain

Thermal, Mechanical, and Optical Properties of Maleimide Copolymers Containing Twisted N‐Phenyl Substituents in the Side Chain

Maleimidophenyl isocyanates as postpolymerization modification agents and their applications in the synthesis of block copolymers

Self-Assembly and Applications of Amphiphilic Hybrid POSS Copolymers

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