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Water-soluble photochromic molecule

外国特許コード F160008905
整理番号 92EP
掲載日 2016年11月17日
出願国 欧州特許庁(EPO)
出願番号 13837714
公報番号 2902402
出願日 平成25年9月6日(2013.9.6)
公報発行日 平成27年8月5日(2015.8.5)
国際出願番号 JP2013074052
国際公開番号 WO2014042087
国際出願日 平成25年9月6日(2013.9.6)
国際公開日 平成26年3月20日(2014.3.20)
優先権データ
  • 特願2012-199292 (2012.9.11) JP
  • 2013JP074052 (2013.9.6) WO
発明の名称 (英語) Water-soluble photochromic molecule
発明の概要(英語) A diarylethene compound having high water-solubility is provided, and the compound is a diarylethene compound of formula (I) wherein, Sg is a monovalent sugar-type residue consisting of a sugar-type compound (in which some of hydroxyl groups may be protected) selected from a group consisting of a six-membered ring sugar, a five-membered ring sugar, cyclitol and oligosaccharides containing a six-membered ring sugar, a five-membered ring sugar, or cyclitol and excluding an hydroxyl group; U is -(CH 2 )n-, -CH 2 -U'-, or -C(=O)- (wherein, n is an integer of 1 to 5, U' is a C1-C10 alkyl group binding to Ar); and Ar is a group represented by formula (A1) or (A2); wherein, X is S, SO 2 , NR 3 (R 3 is a C1-C3 alkyl group) or O, R is C1-C4 alkyl group, R 1 and R 2 are independently a C1-C3 alkyl group, a is 0 or 1, b is an integer of 0-3, and * represents a bond with U); Y is a hydrogen atom or a halogen atom; m is an integer of 5-7.
特許請求の範囲(英語) [claim1]
1. A diarylethene compound represented by formula (I): (see diagramm) wherein, Sg is a monovalent sugar-type residue consisting of a sugar-type compound (in which some of hydroxyl groups may be protected) selected from a group consisting of a six-membered ring sugar, a five-membered ring sugar, cyclitol and oligosaccharides containing a six-membered ring sugar, a five-membered ring sugar, or cyclitol and excluding a hydroxyl group;
U is -(CH 2)n-, -CH 2-U'-, or -C(=O)- (wherein, n is an integer of 1 to 5, U' is a C1-C10 alkyl group binding to Ar);
Ar is a group represented by formula (A1) or (A2); (see diagramm) wherein, X is S, SO 2, NR 3 (R 3 is a C1-C3 alkyl group) or O, R is C1-C4 alkyl group, R 1 and R 2 are independently a C1-C3 alkyl group, a is 0 or 1, b is an integer of 0-3, and * represents a bond with U; Y is a hydrogen atom or a halogen atom; and m is an integer of 5-7.
[claim2]
2. The compound according to Claim 1, wherein the Sg is a monovalent sugar-type residue of pyranose excluding a hydroxyl group.
[claim3]
3. The compound according to either Claim 1 or 2, wherein the Sg is a monovalent sugar-type residue of pyranose excluding a hydroxyl group on a position-1 carbon.
[claim4]
4. The compound according to either Claim 1 or 2, wherein the Sg is a monovalent sugar-type residue of cyclitol excluding a hydroxyl group.
[claim5]
5. The compound according to any one of Claims 1 to 4, wherein the X is S or SO 2.
[claim6]
6. A method for producing a diarlyethene compound according to any one of Claims 1 to 5, comprising: (1) a step of preparing a halogenated sugar derivative derived from a sugar-type compound selected from a group consisting of a six-membered ring sugar, a five-membered ring sugar, cyclitol and oligosaccharides containing a six-membered ring sugar, a five-membered ring sugar, or cyclitol, and having 1 hydroxyl group substituted with a halogen atom, and all other hydroxyl groups protected by protection groups; (2) an etherification step of reacting the halogenated sugar derivative with the compound represented by formula (a) to generate a compound represented by formula (b) (see diagramm) wherein, U, Ar, Y and m are as defined above; (see diagramm) wherein, U, Ar, Y and m are as defined above, and PSg shows a group in which all hydroxyl groups of the Sg are protected; and (3) a deprotection step of removing a protection group of the compound represented by formula (b).
[claim7]
7. The method according to Claim 6, wherein the step (1) is performed under a presence of Ag 2O.
[claim8]
8. The method according to either Claim 6 or 7, wherein the halogen atom in the halogenated sugar derivative is bromine atom.
[claim9]
9. The method according to any of Claims 6 to 8, wherein a protection group in the halogenated sugar derivative is an acyl group.
  • 出願人(英語)
  • RIKKYO EDUCATIONAL
  • JOSHO GAKUEN EDUCATIONAL FOUNDATION
  • 発明者(英語)
  • TOKIWA HIROAKI
  • IRIE MASAHIRO
  • IKEDA KIYOSHI
  • OTSUBO TADAMUNE
国際特許分類(IPC)
指定国 Contracting States: AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR
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