Synthesis of a one-handed helical polythiophene: a new approach using an axially chiral bithiophene with a fixed syn-conformation

Abstract

An optically active polythiophene, which can fold into a one-handed helical conformation under good solvent conditions, has been developed.

Time-controllable roll-up onset of polythiophene sheets into nanotubes that exhibit circularly polarized luminescence

“…3c and d), indicating that the CPL originated from the left-handed helicity of the polythiophene main chain backbone in the nanotube membrane walls. [63][64][65] The CPL intensity can be evaluated in terms of the luminescence dissymmetry factor (g lum ), which is defined as 2(I L − I R )/(I L + I R ), where I L and I R represent the intensities of left-and right-handed CPL, respectively. 66 The value of g lum ranges from +2 for an ideal left-handed CPL to −2 for an ideal righthanded CPL, and a g lum value of 0 indicates no CPL.…”

Crystallization‐Driven Asymmetric Helical Assembly of Conjugated Block Copolymers and the Aggregation Induced White‐light Emission and Circularly Polarized Luminescence

“…[35][36][37][38] Several kinds of CPL materials have been developed based on small organic molecules,l anthanide and transition metal complexes. [39][40][41][42][43][44][45][46] However,f abricating full organic CPL polymeric materials with switchable handedness, tunable emission wavelength, and large dissymmetric factor (g lum )s till remain ag reat challenge. [40][41][42][43] Tu ning these emission properties could generate multicolor and even full color and white CPL for practical applications.…”

“…[39][40][41][42][43][44][45][46] However,f abricating full organic CPL polymeric materials with switchable handedness, tunable emission wavelength, and large dissymmetric factor (g lum )s till remain ag reat challenge. [40][41][42][43] Tu ning these emission properties could generate multicolor and even full color and white CPL for practical applications. [47][48][49][50][51][52] Control on the helicity of ahelical assembly is apromising approach to obtain organic CPL materials with tunable handedness and enhanced g lum .…”

Chirality in polythiophenes: A review

“…Ikai et al synthesized a polythiophene 35 with a static axial chirality via Stille coupling copolymerization of a glucose-linked chiral 5,5 0 -dibromobithiophene with 2,5-bis (stannyl)thiophene. 58 The D-glucose-linked bithiophene unit with static axial chirality was the key structural element, which was favorable to the formation of a one-handed helically folded conformation. The 35a showed a clear Cotton effect in the absorption region (400-580 nm) of the main polymer chain and a molecular mass-dependent chiroptical properties, which suggested the chirality generated from a single polymer chain with a regular higher ordered structure rather than the formation of polymer aggregates through intermolecular interactions.…”