Copper-catalyzed Huisgen cycloaddition reactions used to incorporate NLO chromophores into high Tg Side-Chain Polymers for Electro-Optics

Liu, Jialei; Si, Peng; Liu, Xinhou; Zhen, Zhen

doi:10.1016/j.optmat.2015.05.037

Cited by 17 publications

(11 citation statements)

References 23 publications

(27 reference statements)

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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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“…However, due to the movement activity of the chromophore being reduced, the best orientation of the chromophore is difficult to achieve. [12][13][14] "Click-chemistry", based on Diels-Alder reactions, has emerged as a powerful strategy to construct NLO polymers. [15][16][17][18][19] Synthetic advantages of this approach include excellent conversion efficiency, mild reaction conditions, and compatibility with the poling process.…”

Section: Introductionmentioning

confidence: 99%

Construction of a simple crosslinking system and its influence on the poling efficiency and oriental stability of organic electro-optic materials

Liu

Huo

2020

RSC Adv.

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“…However, for wide applications, one of the restraining factor consists in reliable production of excellent organic electro-optic (EO) modulator materials to develop NLO chromophores with relatively high first-order hyperpolarizability (β) [14][15][16], good thermal, photochemical stabilities as well as good solubility and compatibility with the polymer matrix.…”

Section: Introductionmentioning

confidence: 99%

Novel nonlinear optical push–pull fluorene dyes chromophore as promising materials for telecommunications

Huo

Zhang

Chen

et al. 2019

J Mater Sci: Mater Electron

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Two principally novel chromophores A, B based on fluorene electron donor were synthesized and explored by 1 H NMR, 13 C NMR, and MS spectra. The delocalized energy levels have been estimated by UV-Vis absorption spectra. The principal innovation consists in modification by addition of amino group. The titled materials have demonstrated a high solubility in common organic solvents, good compatibility with polymers. The maximally achieved electro-optic efficiency of the poled film possessing 25 wt% of A doped in PMMA (25 wt% A/PMMA) achieved a value of 18 pm/V at wavelength 1310 nm, and 25 wt% B/PMMA possessed an electrooptical coefficient equal to 43 pm/V. This one open a perspective of their direct application in optoelectronic telecommunication devices for laser light modulation.

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Copper-catalyzed Huisgen cycloaddition reactions used to incorporate NLO chromophores into high Tg Side-Chain Polymers for Electro-Optics

Cited by 17 publications

References 23 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

Construction of a simple crosslinking system and its influence on the poling efficiency and oriental stability of organic electro-optic materials

Novel nonlinear optical push–pull fluorene dyes chromophore as promising materials for telecommunications

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