2,5-Diisopropenylthiophene by Suzuki–Miyaura cross-coupling reaction and its exploitation in inverse vulcanization: a case study

Abstract

A novel thiophene derivative, namely 2,5-diisopropenylthiophene (DIT) was synthetized by Suzuki–Miyaura cross-coupling reaction (SMCCR) and employed in the inverse vulcanization (IV) process achieving high-refractive-index sulfur-rich polymers.

Recent Progress in Sulfur-Containing High Refractive Index Polymers for Optical Applications

“…An analogous thiophene-containing monomer, 2,5-diisopropenylthiophene (DIT), was reported by Tavella et al, as a comonomer for inverse vulcanization of sulfur . Copolymers prepared using DIT exhibited RI values as high as 1.93 and 1.84 at 375 and 780 nm.…”

“…79−81 An analogous thiophene-containing monomer, 2,5-diisopropenylthiophene (DIT), was reported by Tavella et al, as a comonomer for inverse vulcanization of sulfur. 82 Copolymers prepared using DIT exhibited RI values as high as 1.93 and 1.84 at 375 and 780 nm. The effect of various reaction parameters, such as temperature, base, and phase transfer catalyst, on the reaction yield was also studied, indicating higher reaction yield at stronger basic medium.…”

Control of near-infrared dye fluorescence lifetime in all-polymer microcavities

“…47 More information about the optical properties of the polymer pairings is available in the ESI † and in suitable literature where the problem of dielectric contrast has been addressed. 18,55,56 Transfer matrix method calculations were performed for microcavities of identical cavity mode wavelengths and overall structures, whose calculated transmittance spectra are reported in Fig. S8 (ESI †).…”

“…This is essential for suppressing as much of the off-resonance fluorescence as possible, especially in the case of polychromatic fluorescent dyes like organic emitters to funnel the majority of emitted light within the cavity mode. Correspondingly, it is of high importance to further develop polymers, blends, and hybrid systems 56,57 pushing the limits of refractive index of traditional polymers for more advanced photonic applications.…”