Nonlinear optical chromophores containing a novel pyrrole-based bridge: optimization of electro-optic activity and thermal stability by modifying the bridge

Abstract

New chromophores containing a novel pyrrole-based bridge were synthesized and the hyperpolarizability can be effectively translated into large electro-optic coefficients in poled polymers.

Optimization of polycyclic electron-donors based on julolidinyl structure in push–pull chromophores for second order NLO effects

“…The addition of side phenyl groups to chromophores 16 and 17 can enhance the thermal and chemical stability and expand the average distance between the chromophores. So their first order hyperpolarizability contribution to bulk EO performance will be more effective than chromophore 18 [31]. A similar trend is also observed for film-16/APC whose r 33 values are enhanced from 40 pm/V (10 wt%) to 86 pm/V (30 wt%).…”

“…Increasing the solvent polarity from 1,4-dioxane to dichloromethane a clear red spectral shift is observed for the l max and the absorption bands shape is changed from broad to sharp gradually. Both of these results properly means that chromophores 12 and 13 possess neutral ground state (in 1,4-dioxane and toluene) and then approaching the cyanine limit (in dichloromethane and chloroform) [31]. The later can be compared with chromophore 12 with a l max of 624 nm in 1,4-dioxane and 636 nm in toluene, the l max of chromophore 13 with an additional furan ring at the donor end is red-shifted by 26 nme650 nm in 1,4-dioxane and by 34 nme670 nm in toluene, respectively.…”

Synthesis of novel nonlinear optical chromophores: achieving excellent electro-optic activity by introducing benzene derivative isolation groups into the bridge

“…9 The relationship described above can be successfully applied to qualitatively predict the important trends involving electro-optic activity. F = [f(0)E P ] where E P is the electric poling field.…”

“…1-6 These potential applications have stimulated a research boom for materials with large EO activities, both at the molecular level (β) and as processed materials (r 33 ). 9 Thus, optimizing chromophores with large r 33 values and good stability simultaneously has become the focus of the researchers. 8 However, for practical applications, EO materials require large nonlinear coefficients (r 33 values) and strong thermal and photochemical stability.…”

Unveiling the photophysical and morphological properties of an acidochromic thiophene flanked dipyrrolopyrazine-based chromophore for optoelectronic application

“…However, the pyrrole-based bridge, the analogue of thiophene moieties, has seldom been noticed. Pyrrole 33,34 containing chromophores as the p-conjugated bridge were found to display good optical properties in comparison with their analogues with furan or thiophene. This was attributed to the higher electron density in the pyrrole moiety compared to thiophene and furan.…”