High‐Intensity Circular Dichroism of Head‐To‐Tail Regioregular Poly(1,4‐Phenylene)s in the Aggregated State

Author:

Tanaka Rikuya1,Yamaoka Seiha1,Ikeda Shuichi1,Okano Kentaro1,Horie Masaki2,Minami Hideto1,Suzuki Nozomu1,Mori Atsunori13ORCID

Affiliation:

1. Department of Chemical Science and Engineering Kobe University 1-1 Rokkodai, Nada 657-8501 Kobe Japan

2. Department of Chemical Engineering National Tsing Hua University 101, Sec. 2, Kuang-Fu Road 30013 Hsinchu Taiwan

3. Research Center for Membrane and Film Technology Kobe University 1-1 Rokkodai, Nada 657-8501 Kobe Japan

Abstract

AbstractCircular dichroism (CD) studies on poly(1,4‐phenylene)s bearing a chiral side chain in the aggregated conditions were carried out. Little CD was observed in a solution form, while addition of a poor solvent into the polyphenylene solution induced aggregation and a strong CD was observed, accordingly. Applying the controlled degree of polymerization (DP) of poly(1,4‐phenylene) in the use of bidentate diphosphine Chiraphos as a ligand for the nickel catalyst, the relationship of DP with CD strength was studied to reveal to show the highest CD at the DP=84 (gabs=ca. 2×10−2). It was also found that the related aggregation was observed in good solvent 1,2‐dichloroethane upon standing the solution at 4 °C for 3–23 days to observe gabs=ca. 10−1. Studies on the substituent effect of poly(1,4‐phenylene) suggested that CD behaviors were dependent on the type of non‐chiral substituent on the aromatic ring as well as the side‐chain chirality.

Funder

Strategic International Collaborative Research Program

Publisher

Wiley

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