Transformation from preformed racemic helical poly(phenylacetylene)s to the enantioenriched helical polymers by chiral solvation, followed by removal of the chiral solvents

被引：12

作者：

Kaneko, Takashi ^{[1
,2
,3
,4
]}

Liang, Xiaoyun ^{[1
]}

Kawami, Atsuko ^{[2
]}

Sato, Masayuki ^{[2
]}

Namikoshi, Takeshi ^{[3
]}

Teraguchi, Masahiro ^{[1
,2
,3
,4
]}

Aoki, Toshiki ^{[1
,2
,3
,4
,5
]}

机构：

[1] Niigata Univ, Dept Chem & Chem Engn, Niigata 9502181, Japan

[2] Niigata Univ, Grad Sch Sci & Technol, Niigata 9502181, Japan

[3] Niigata Univ, Ctr Transdisciplinary Res, Niigata 9502181, Japan

[4] Niigata Univ, Inst Sci & Technol, Ctr Educ & Res Environm Technol Mat Engn & Nanoch, Niigata 9502181, Japan

[5] Niigata Univ, Venture Business Lab, Niigata 9502181, Japan

来源：

POLYMER JOURNAL | 2012年 / 44卷 / 04期

关键词：

chiral field; pi-conjugated polymers; optically active helical polymers; poly(phenylacetylene); SENSE-SELECTIVE POLYMERIZATION; ACHIRAL ISOCYANIDES; CONJUGATED POLYMERS; INDUCTION; PHENYLACETYLENE; BEARING; AMPLIFICATION; ISOCYANATE); ASSIGNMENT; AMINES;

D O I：

10.1038/pj.2011.144

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

Homochiral or enantioenriched helical polymers are essential for investigating the relationship between chirality of helical structures and their performance in the design of various optically active functional polymers. We have succeeded in obtaining the helical poly(phenylacetylene)s poly(1)-poly(6) possessing no chiral moieties, except for helicity; the enantioenriched helical sense of these polymers was induced by transformation in chiral solvents, followed by removal of the chiral solvents, even if the interaction between the chiral molecule and the polymer was weak such as solvent-solute interaction. In particular, the newly synthesized poly(6) retained the induced helical sense even in an achiral solvent. Polymer Journal (2012) 44, 327-333; doi:10.1038/pj.2011.144; published online 18 January 2012

引用

页码：327 / 333

页数：7

共 51 条

[1] Regulation of saccharide binding with basic poly(ethynylpyridine)s by H+-induced helix formation
Abe, H
Masuda, N
Waki, M
Inouye, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (46) : 16189 - 16196
[2] Helical polyacetylene synthesized with a chiral nematic reaction field
Akagi, K
Piao, G
Kaneko, S
Sakamaki, K
Shirakawa, H
Kyotani, M
[J]. SCIENCE, 1998, 282 (5394) : 1683 - 1686
[3] Helical Polyacetylene: Asymmetric Polymerization in a Chiral Liquid-Crystal Field
Akagi, Kazuo
[J]. CHEMICAL REVIEWS, 2009, 109 (11) : 5354 - 5401
[4] CHIRAL HELICAL CONFORMATION OF THE POLYPHENYLACETYLENE HAVING OPTICALLY-ACTIVE BULKY SUBSTITUENT
AOKI, T
KOKAI, M
SHINOHARA, K
OIKAWA, E
[J]. CHEMISTRY LETTERS, 1993, (12) : 2009 - 2012
[5] Synthesis of chiral helical poly[p-(oligopinanylsiloxanyl)phenylacetylene]s and enantioselective permeability of their membranes
Aoki, T
Fukuda, T
Shinohara, KI
Kaneko, T
Teraguchi, M
Yagi, M
[J]. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2004, 42 (18) : 4502 - 4517
[6] TRIMETHYLSILYL-GROUP CONTAINING POLYPHENYLACETYLENES FOR OXYGEN AND ETHANOL PERMSELECTIVE MEMBRANES
AOKI, T
NAKAHARA, H
HAYAKAWA, Y
KOKAI, M
OIKAWA, E
[J]. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 1994, 32 (05) : 849 - 858
[7] Helix-sense-selective polymerization of phenylacetylene having two hydroxy groups using a chiral catalytic system
Aoki, T
Kaneko, T
Maruyama, N
Sumi, A
Takahashi, M
Sato, T
Teraguchi, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (21) : 6346 - 6347
[8] Synthesis of functional π-conjugated polymers from aromatic acetylenes
Aoki, Toshiki
Kaneko, Takashi
Teraguchi, Masahiro
[J]. POLYMER, 2006, 47 (14) : 4867 - 4892
[9] Dellaportas P, 2002, MACROMOL RAPID COMM, V23, P99, DOI 10.1002/1521-3927(20020101)23:2<99::AID-MARC99>3.3.CO
[10] 2-D

← 1 2 3 4 5 6 →