クイラルネマティック液晶におけるヘリカルポリアセチレンの合成,クイラルドーパントとしてクラウンエーサー型ビナフチル誘導体を使用
Kazuo Akagi1, Shouxue Guo, Taizou Mori
1Institute of Materials Science, University of Tsukuba, Ibaraki 305-8573, Japan. akagi@ims.tsukuba.ac.jp
Journal of the American Chemical Society
|October 20, 2005
まとめ
クラウンエーテルビナフチル誘導物 (CEBD) は,キラルネマティック液晶 (N*-LCs) を効果的に誘導した. 螺旋状の構造は螺旋状のポリアセチレン形態に影響を与え,繊維の間隔はN*-LCピッチに匹敵しました.
科学分野:
- マテリアルサイエンス 材料科学
- 有機化学 オーガニック・ケミストリー
- ポリマーサイエンスの科学
背景:
- チラルネマティック液晶 (N*-LCs) は,高度な光学材料にとって極めて重要です.
- チラルのドーパントは,N*-LCsで望ましい螺旋構造を誘導するために不可欠です.
- ドーパント構造とN*-LC特性の関係を理解することが鍵となる.
研究 の 目的:
- 新規のクラウンエーテル型ビナフチル誘導体 (CEBD) をキラルドーパントとして合成する.
- フェニルサイクロヘキサン (PCH) によるネマティック液晶に対するCEBDの回転力を調査する.
- CEBD誘発のN*-LCs内の螺旋型ポリアセチレンの合成とその構造的相関を調査する.
主な方法:
- クラウンエーテル型ビナフチル誘導体 (CEBDs) の一連の合成.
- フェニルサイクロヘキサン (PCH) 導出ネマティック液晶に対するCEBDの回転力の評価.
- 誘導されたN*-LCs内の螺旋型ポリアセチレンの合成と形態学的分析.
主要な成果:
- CEBDは,キラルネマティック (N*) 液晶を成功裏に誘導しました.
- CEBDの回転力は,クラウンエーテルリングのサイズが小さくなるにつれて増加した.
- ヘリカルポリアセチレンの形態はN*-LCのヘリカル構造と相関していた:繊維束の間の距離はヘリカルピッチの半分に等しく,スクルーの方向は反対だった.
結論:
- クラウンエーテル・ビナフチル誘導体は,液晶に対する効果的なキラルドーパントである.
- CEBDsによって制御されるN*-LCsの螺旋構造は,合成された螺旋型ポリアセチレンの形態を決定する.
- この研究は,液晶の螺旋構造とポリマー形態学の間の直接的なリンクを確立しています.
関連する概念動画
Polymer Classification: Stereospecificity
Polymerization generates chiral centers along the entire backbone of a polymer chain. Accordingly, the stereochemistry of the substituent group has a significant effect on polymer properties. Polymers formed from monosubstituted alkene monomers feature chiral carbons at every alternate position in the polymer backbone. Relative to the predominant orientation of substituents at the adjacent chiral carbons, the polymer can exist in three different configurations: isotactic, syndiotactic, and...
Anionic Chain-Growth Polymerization: Overview
The polymerization process that involves carbanion as an intermediate is called anionic polymerization. It is also a type of addition or chain-growth polymerization. Anionic polymerization gets initiated by a strong nucleophile such as an organolithium or a Grignard reagent. The most commonly used initiator for anionic polymerization is butyl lithium. Monomers involved in anionic polymerization must possess a vinyl group bonded to one or two electron-withdrawing groups. For instance,...
Cationic Chain-Growth Polymerization: Mechanism
The cationic polymerization mechanism consists of three steps: initiation, propagation, and termination. In the initiation step of the polymerization process, the π bond of a monomer gets protonated by the Lewis acid catalyst, which is formed from boron trifluoride and water. The protonation of the π bond generates a carbocation stabilized by the electron‐donating group. In the propagation step, the π bond of the second monomer acts as a nucleophile and attacks the generated carbocation,...
Types of Step-Growth Polymers: Polyesters
The introduction of polyesters has brought major development to the textile industry. The wrinkle-free behavior of polyester blends has eliminated the need for starching and ironing clothes.
Polyesters are commonly prepared from terephthalic acid and ethylene glycol; the crude product is known as poly(ethylene terephthalate) or PET. However, polyesters are synthesized industrially by transesterification of dimethyl terephthalate with ethylene glycol at 150 °C. The two reactants and the polymer...
Polyesters are commonly prepared from terephthalic acid and ethylene glycol; the crude product is known as poly(ethylene terephthalate) or PET. However, polyesters are synthesized industrially by transesterification of dimethyl terephthalate with ethylene glycol at 150 °C. The two reactants and the polymer...
Olefin Metathesis Polymerization: Overview
Recently, the development of olefin metathesis polymerization advanced the field of polymer synthesis. Simply put, the reorganization of substituents on their double bonds between two olefins in the presence of a catalyst is known as the olefin metathesis reaction. The use of metathesis reaction for polymer synthesis is called olefin metathesis polymerization.
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)
Ring-opening metathesis polymerization or ROMP involves strained cycloalkenes as starting materials. The mechanism of ROMP proceeds by reacting cycloalkene with Grubbs catalyst to give metallacyclobutane intermediate which undergoes a ring-opening reaction to form new carbene. The new carbene reacts with another molecule of cycloalkene. Repetition of these steps leads to the formation of an unsaturated open-chain polymer product. All these steps are reversible, however, relieving the ring...


