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Polyisocyanide derivative having controlled helical main chain structure

外国特許コード F150008578
整理番号 E07103EP-D1
掲載日 2015年11月26日
出願国 欧州特許庁(EPO)
出願番号 13193347
公報番号 2708524
公報番号 2708524
出願日 平成18年12月1日(2006.12.1)
公報発行日 平成26年3月19日(2014.3.19)
公報発行日 平成27年4月8日(2015.4.8)
優先権データ
  • 特願2005-347943 (2005.12.1) JP
  • 特願2006-238533 (2006.9.4) JP
  • 06833885 (2006.12.1) EP
発明の名称 (英語) Polyisocyanide derivative having controlled helical main chain structure
発明の概要(英語) The object is to provide: a method for producing a polymer having a stable right-handed or left-handed helical structure from a single type of monomer in a per-selective manner and controlling the proportion between a polymer having the right-handed helical structure and a polymer having the left-handed helical structure; and a polymeric material which can be used for the formation of any of the right-handed and left-handed helical structures.
Thus, disclosed are: a method for production of a polyisocyanide derivative having a stable helical main chain structure with a right-handed or left-handed helix or a mixture thereof from a single type of monomer by polymerizing an aromatic isocyanate having a substituent harboring a structure -CONH in the aromatic ring and a hydrophobic moiety having 6 or more carbon atoms in a polymerization solvent, wherein the direction of the helix depends on the polarity of the polymerization solvent; a poly(aromatic isocyanide) derivative produced by the method; and an aromatic isocyanide which is useful as a monomer for use in the production of the poly(aromatic isocyanide) derivative.
特許請求の範囲(英語) [claim1]
1. A method for production of a polyisocyanide polymer having a main chain structure with stable right-handed or left-handed helix structure from a single type monomer by treating a mixture of polyisocyanide polymer having a main chain structure with right-handed and left-handed helix structure with an organic solvent to separate the mixture, wherein the polyisocyanide polymer is represented by the following general formula (1): (see diagramm) wherein, Ar represents a benzene ring, R **1 represents an aminocarbonyl group of an optically active amino acid ester that is esterified with an alkyl group of 6 to 30 carbon atoms or a carbonylamino group of an optically active N-acyl amino acid that is N-acylated with an acyl group having an alkyl group of 6 to 30 carbon atoms, the optically active amino acid is any of levorotatory (S) or dextrorotatory (R) chiral body, and x is a positive number indicating the repeat of polyisocyanide group.
[claim2]
2. A method for production of a polyisocyanide polymer having a main chain structure with a stable right-handed or left-handed helix from a single type of monomer, wherein the method consists of
polymerizing an aromatic isonitrile having an amide group in the presence of a catalyst having a characteristic of living polymerization for isonitrile to give a polyisocyanide polymer having a main chain structure with a stable right-handed or left-handed helix consisting of a single type of monomer, and
treating the mixture of thus-obtained polyisocyanide polymer having a main chain structure with a stable right-handed and left-handed helix with an organic solvent to separate the mixture,
wherein the polyisocyanide polymer is represented by the following general formula (1): (see diagramm) wherein, Ar represents a benzene ring, R **1 represents an aminocarbonyl group of an optically active amino acid ester that is esterified with an alkyl group of 6 to 30 carbon atoms or a carbonylamino group of an optically active N-acyl amino acid that is N-acylated with an acyl group having an alkyl group of 6 to 30 carbon atoms, the optically active amino acid is any of levorotatory (S) or dextrorotatory (R) chiral body, and x is a positive number indicating the repeat of polyisocyanide group.
[claim3]
3. The method according to Claim 1 or 2, wherein the optically active amino acid is selected from alanine, leucine, isoleucine and threonine.
[claim4]
4. The method according to any one of Claims 1 to 3, wherein the treatment with an organic solvent is based on the solubility difference of the polymer in the organic solvent.
[claim5]
5. A method according to Claim 2, wherein the catalyst having a characteristic of living polymerization for isonitrile is an organometallic complex catalyst.
[claim6]
6. The method according Claim 2, wherein the catalyst having a characteristic of living polymerization for isonitrile is binuclear platinum-palladium-m-ethynediyl complex crosslinked with acetylene that is represented by the following general formula (2): (see diagramm)
  • 出願人(英語)
  • JAPAN SCIENCE AND TECHNOLOGY AGENCY
  • 発明者(英語)
  • OKOSHI KENTO
  • YASHIMA EIJI
  • ONOUCHI HISANARI
  • SAKURAI SHIN-ICHIRO
  • KAJITANI TAKASHI
国際特許分類(IPC)
指定国 Contracting States: DE GB
参考情報 (研究プロジェクト等) ERATO YASHIMA Super-structured Helix AREA
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