Aromatic polyphosphonates as high refractive index polymers

Macdonald, Emily K.; Lacey, Joseph; Ogura, Ichiro; Shaver, Michael P.

doi:10.1016/j.eurpolymj.2016.12.003

Cited by 28 publications

(19 citation statements)

References 24 publications

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“…%. Surprisingly, the refractive index of the neat sample reaches a very high level of over 1.6, which is much larger than that of siloxane-hybridized materials with high refractive index in the previously reported works [8,20]. This performance may mainly attribute to the crosslinker we selected.…”

Section: Resultsmentioning

confidence: 55%

“…However, the modification or formula regulation of frame material falls short of the demands for an excellent OLED encapsulant. Typically, the introduction of high polarization groups or atoms to the matrix [ 13 , 14 , 15 , 16 ]—such as phenyl group [ 8 , 17 , 18 , 19 , 20 , 21 , 22 ], sulfur [ 15 ], fluorine [ 12 , 17 ], phosphor [ 18 ], and nitrogen [ 18 ]—can effectively heighten the refractive index. On the other hand, some nanoparticles—e.g., TiO 2 [ 19 , 23 ] and ZrO 2 [ 3 ]—can be also introduced to achieve a desirable refractive index of encapsulant by hybridization.…”

Section: Introductionmentioning

confidence: 99%

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Quartz Microcrystal-Hybridized Organosilicone Encapsulant with Enhanced Optical and Thermal Performances

et al. 2018

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Encapsulant is one determining factor underpinning the device lifetimes of organic optoelectronics. However, encapsulant seriously needs improvement in optical, thermal, and mechanical properties, especially to develop organic light emitting diodes. In this study, we prepared an in situ crosslinked organosilane composite containing benzyloxy and glycidyl-modified quartz microcrystal (mQMC) as high performance encapsulant. In the present work, methylphenylsilanediol (MPSD) was introduced as a novel crosslinker to impart appropriate structural strength. Along with increasing mQMC fillers, this organosilane system shows improved properties, such as refractive index, thermal stability, and storage modulus. Specifically, these hybridized mQMCs in the organosilane framework may facilitate an approximate two-fold increase (0.238 W/(m·K)) in overall thermal conductivity at the determined concentration.

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Section: Resultsmentioning

confidence: 55%

Section: Introductionmentioning

confidence: 99%

Quartz Microcrystal-Hybridized Organosilicone Encapsulant with Enhanced Optical and Thermal Performances

et al. 2018

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“…To design new polyphosphoesters with good char yield, we selected polymers with unknown char yield values from the literature or similar new structures designed based on the existent structures presented in this work (Table ). Then the methodology described in the “Materials and methods” section was applied for the selected compounds.…”

Section: Resultsmentioning

confidence: 99%

Quantitative structure‐property relationship modeling of phosphoric polyester char formation

et al. 2018

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Summary A required characteristic for almost all commercial polymers is to be flame retardant. This can be achieved if they have intrinsic flame‐retardant behavior, or by incorporating in them flame‐retardant materials. Polyphopshpoesters can be used as flame‐retardant materials for other polymers. In the present work, the multiple linear regression (MLR) technique was used for a quantitative structure‐property relationship study of char yields of 32 polyphosphonates and polyphosphates. The polyphosphoesters were modeled by their mer units, which were pre‐optimized using the MMFF94 force field. The molecular descriptors derived from the optimized structures were calculated for the minimum energy conformers, using the InstantJChem and Dragon programs. The polymer char yield was related to the structural descriptors, using MLR calculations, which were combined with a genetic algorithm for variable selection. Several stable MLR models were obtained, which were externally validated using seven compounds, as a test set. Model equations emphasize the important influence of structural descriptors to the polymer charring behavior. The best‐developed regression models contain Randić molecular profiles, Geometry, Topology and Atom‐Weights Assembly, and 3D Molecule Representation of Structures based on Electron diffraction descriptors, which influence positively the char formation. These models were used for the prediction of potential char formation of nine polyphosphonates and polyphosphates.

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“…When designing and synthesizing high RI polymers for ophthalmic lenses application, not only RI, Abbe number and optical transparency, but also stability and physical properties should be considered. The benzene ring of aromatic isocyanate XDI is easy to produce conjugate quinone chromophore, which would result in poor light stability of polyurethanes 21,22 . Alicyclic isocyanate 1,3‐bis(isocyanantomethyl) cyclohexane (BIMC) (Scheme 1(c)) is hydrogenation product of XDI, with a RI (1.485) slightly lower than that (1.542) of XDI.…”

Section: Introductionmentioning

confidence: 99%

“…The benzene ring of aromatic isocyanate XDI is easy to produce conjugate quinone chromophore, which would result in poor light stability of polyurethanes. 21,22 Alicyclic isocyanate 1,3-bis(isocyanantomethyl) cyclohexane (BIMC) (Scheme 1(c)) is hydrogenation product of XDI, with a RI (1.485) slightly lower than that (1.542) of XDI. The steric ring of BIMC would enable preparation of polyurethane with excellent light resistance and good mechanical properties.…”

mentioning

confidence: 99%

High‐refractive index polythiourethane resin based on 2,3‐bis((2‐mercaptoethyl) thio)‐1‐propanethiol and 1,3‐bis(isocyanantomethyl) cyclohexane using tertiary amine catalyst

Zhang

Wang²,

Chen

et al. 2020

J of Applied Polymer Sci

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High‐refractive index (RI) polythiourethane (PTU) resin with good thermal, optical, and mechanical properties was synthesized via thiol‐isocynanate click reaction of 2,3‐bis((2‐mercaptoethyl)thio)‐1‐propanethiol and 1,3‐bis(isocyanantomethyl) cyclohexane using a new tertiary amine catalyst N,N,N′,N′‐tetramethyl‐1,4‐diaminobutane (TMDB). Curing behavior of PTU resin was studied by dynamic differential scanning calorimetry (DSC) technique. Curing technology parameters were optimized by combined use of DSC and fourier transform infrared spectrometry (FTIR). The results indicate that TMDB exhibits higher catalytic activity than commonly used dibutyltin dichloride (DBTC). The Kissinger apparent activation energies at a dosage of 150 ppm TMDB and 150 ppm DBTC are 31.7 and 43.2 kJ mol−1, respectively. PTU resin with a full conversion of thiol and isocynanate was prepared, which exhibited better thermal, optical, and mechanical properties than that reported previously. The resin displays a glass transition temperature of 102 and 129°C determined by DSC and dynamic thermomechanical analysis (DMA), respectively, a 5% weight loss temperature of 279°C in nitrogen, a light transmittance of 87% in the wavelength range of 410–900 nm, a water contact angle of 100°, a high‐RI of 1.617, and an Abbe number of 38. The resin was successfully applied in ophthalmic lenses.

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Aromatic polyphosphonates as high refractive index polymers

Cited by 28 publications

References 24 publications

Quartz Microcrystal-Hybridized Organosilicone Encapsulant with Enhanced Optical and Thermal Performances

Quartz Microcrystal-Hybridized Organosilicone Encapsulant with Enhanced Optical and Thermal Performances

Quantitative structure‐property relationship modeling of phosphoric polyester char formation

High‐refractive index polythiourethane resin based on 2,3‐bis((2‐mercaptoethyl) thio)‐1‐propanethiol and 1,3‐bis(isocyanantomethyl) cyclohexane using tertiary amine catalyst

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