Development of Highly Efficient Anion Sensor Using Color Variable Polymer

• Project/Area Number: 21350058
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Polymer chemistry
• Research Institution: Hokkaido University
• Principal Investigator: KAKUCHI Toyoji 北海道大学, 大学院・工学研究院, 教授 (80113538)
• Co-Investigator(Kenkyū-buntansha): SATOH Toshifumi 北海道大学, 大学院・工学研究院, 准教授 (80291235) ; 堺井 亮介 北海道大学, 大学院・工学研究科, 助教 (90507196)
• Project Period (FY): 2009 – 2011
• Project Status: Completed (Fiscal Year 2011)
• Budget Amount: ¥19,500,000 (Direct Cost: ¥15,000,000、Indirect Cost: ¥4,500,000); Fiscal Year 2011: ¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000); Fiscal Year 2010: ¥3,770,000 (Direct Cost: ¥2,900,000、Indirect Cost: ¥870,000); Fiscal Year 2009: ¥11,960,000 (Direct Cost: ¥9,200,000、Indirect Cost: ¥2,760,000)
• Keywords: アニオンセンサー / π共役系ポリマー / ポリアセチレン / 比色分析 / ホスト・ゲスト相互作用 / 超分子化学 / キラル

Research Abstract

Development of novel anion sensor consisting of π-conjugated polymer was investigated in this research in order to provide an innovative methodology for simple and quick detection of anions. We achieved to fabricate various π-conjugated polymers that can show colorimetric and fluorescent changes upon the addition of anions. The sensitivity and selectivity in the anion detection was clarified to be tunable with the molecular design.

Research Products

• [Journal Article] Strict Size Specificity in Colorimetric Anion Detection Based on Poly(phenylacetylene) Receptor Bearing Second Generation Lysine Dendrons (2011)
  • Author(s): Sakai, R.; Sakai, N.; Satoh, T.; Li, W.; Zhang, A.; Kakuchi, T
  • Journal Title: Macromolecules Volume: 44(11) Pages: 4249-4257
  • Peer Reviewed
• [Journal Article] Syntheses of 3-arm and 4-arm star-branched polystyrene Ru(II) complexes by the click-to-chelate approach (2011)
  • Author(s): Zhang, C.; Shen, X.; Sakai, R.; Gottschaldt, M.; Schubert, U. S.; Hirohara, S.; Tanihara, M.; Yano, S.; Obata, M.; Xiao, N.; Satoh, T.; Kakuchi, T
  • Journal Title: J. Polym. Sci. Part A : Polym. Chem Volume: 49(3) Pages: 746-753
  • Peer Reviewed
• [Journal Article] アニオンを識別する・-共役らせんポリマーの設計と合成 (2011)
  • Author(s): 覚知豊次、島田遼太郎
  • Journal Title: 未来材料 Volume: 2 Pages: 5-12
• [Journal Article] Synthesis of Linear and Star-Shaped Poly[4-(diphenylamino)benzyl methacrylate]s by Group Transfer Polymerization and Their Electrical Memory Device Applications (2011)
  • Author(s): 陳友根、覚知豊次, など
  • Journal Title: Macromolecules Volume: 13 Issue: 13 Pages: 5168-5177
  • DOI: 10.1021/ma2006377
  • Peer Reviewed
• [Journal Article] Strict Size Specificity in Colorimetric Anion Detection Based on Poly(phenylacetylene) Receptor Bearing Second Generation Lysine Dendrons (2011)
  • Author(s): Sakai, R.; Sakai, N.; Satoh, T.; Li, W.; Zhang, A.; Kakuchi, T.
  • Journal Title: Macromolecules Volume: 44 Issue: 11 Pages: 4249-4257
  • DOI: 10.1021/ma200710r
  • Peer Reviewed
• [Journal Article] Pendant structure governed anion sensing property for sulfonamide-functionalized poly(phenylacetylene)s bearing various α-amino acids (2010)
  • Author(s): Kakuchi, R.; Shimada, R.; Tago, Y.; Sakai, R.; Satoh, T.; Kakuchi, T
  • Journal Title: J. Polym. Sci. Part A : Polym. Chem Volume: 48(8) Pages: 1683-1689
  • Peer Reviewed
• [Journal Article] Host-guest complexation-triggered chiroptical change of poly(phenylacetylene)s bearing binaphthocrown ether moieties on the main chain (2010)
  • Author(s): Sakai, R.; Yonekawa, T.; Otsuka, I.; Kakuchi, R.; Satoh, T.; Kakuchi, T
  • Journal Title: J. Polym. Sci. Part A : Polym. Chem Volume: 48(5) Pages: 1197-1206
  • Peer Reviewed
• [Journal Article] Efficient Colorimetric Anion Detection Based on Positive Allosteric System of Urea-Functionalized Poly(phenylacetylene) Receptor (2010)
  • Author(s): Sakai, R.; Okade, S.; Barasa, E. B.; Kakuchi, R.; Ziabka, M.; Umeda, S.; Tsuda, K.; Satoh, T.; Kakuchi, T
  • Journal Title: Macromolecules Volume: 43(18) Pages: 7406-7411
  • Peer Reviewed
• [Journal Article] Efficient Colorimetric Anion Detection Based on Positive Allosteric System of Urea-Functionalized Poly (phenylacetylene) Receptor (2010)
  • Author(s): Ryosuke Sakai, Syota Ukade, E.B.Barasa, Ryohei Kakuchi, M.Ziabka, Satoshi Umeda, Katsuyuki Tsuda, Toshifumi Satoh, Toyoji Kakuchi
  • Journal Title: Macromolecules Volume: 43 Pages: 7406-7411
  • Peer Reviewed
• [Journal Article] Pendant Structure Governed Anion Sensing Property for Sulfonamide-Functionalized Poly (phenylacetylene)s Bearing Various α-Amino Acids (2010)
  • Author(s): Ryohei Kakuchi, Ryotaro Shimoda, Yasuyuki Tago, Ryosuke Sakai, Toshifumi Satoh, Toyiji Kakuchi
  • Journal Title: Macromolecules Volume: 43 Pages: 1683-1689
  • Peer Reviewed
• [Journal Article] Host-Guest Complexation-Triggered Chiroptical Change of Poly (phenylacetylene)s Bearing Binaphthocrown Ether Moieties on the Main Chain (2010)
  • Author(s): Ryosuke Sakai, Takashi Yonekawa, Issei Otsuka, Ryohei Kakuchi, Toshifumi Satoh, Ttoyoji Kakuchi
  • Journal Title: Journal of Polymer Science Part A : Polymer Chemistry Volume: 48 Pages: 1197-1206
  • Peer Reviewed
• [Journal Article] Host-guest complexation-triggered chiroptical change of poly(phenylacetylene)s bearing binaphthocrown ether moieties on the main chain (2010)
  • Author(s): Ryosuke Sakai, Takafumi Yonekawa, Issei Otsuka, Ryohei Kakuchi, Toshifumi Satoh, Toyoji Kakuchi
  • Journal Title: Journal of Polymer Science Part A : Polymer Chemistry 48 Pages: 1197-1206
  • Peer Reviewed
• [Journal Article] Optical and Chiroptical Output of Anion Recognition Event Using Clustered Sulfonamide Groups Organized on Poly(phenylacetylene) Backbone (2009)
  • Author(s): Kakuchi, R.; Kodama, T.; Shimada, R.; Tago, Y.; Sakai, R.; Satoh, T.; Kakuchi, T.
  • Journal Title: Macromolecules Volume: 42(12) Pages: 3892-3897
  • Peer Reviewed
• [Journal Article] Effect of the Pendant Structure on Anion Signaling Property of Poly(phenylacetylene)s Conjugated to α-Amino Acids through Urea Groups (2009)
  • Author(s): Kakuchi, R.; Tago, Y.; Sakai, R.; Satoh, T.; Kakuchi, T
  • Journal Title: Macromolecules Volume: 42(13) Pages: 4430-4435
  • Peer Reviewed
• [Journal Article] Strong Bronsted Acid as a Highly Efficient Promoter for Group Transfer Polymerization of Methyl Methacrylate (2009)
  • Author(s): Kakuchi, R.; Chiba, K.; Fuchise, K.; Sakai, R.; Satoh, T.; Kakuchi, T
  • Journal Title: Macromolecules Volume: 42(22) Pages: 8747-8750
  • Peer Reviewed
• [Journal Article] Efficient Anion Recognition Property of Three Dimensionally Clustered Amide Groups Organized on a Poly(phenylacetylene)Backbone (2009)
  • Author(s): Ryohei Kakuchi, Sachiko Nagata, Yasuyuki Tago, Ryosuke Sakai, Issei Otsuka, Toshifumi Satoh, Toyoji Kakuchi
  • Journal Title: Macromolecules 42 Pages: 1476-1481
  • Peer Reviewed
• [Journal Article] Optical and Chiroptical Output of Anion Recognition Event Using Clustered Sulfonamide Groups Organized on Poly(phenylacetylene)Backbone (2009)
  • Author(s): Ryohei Kakuchi, Tatsuro Kodama, Ryotaro Shimada, Yasuyuki Tago, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi
  • Journal Title: Macromolecules 42 Pages: 3892-3897
  • Peer Reviewed
• [Journal Article] Effect of the Pendant Structure on Anion Signaling Property of Poly(Phenylacetylene)s Conjugated to α-Amino Acids through Urea Groups (2009)
  • Author(s): Ryohei Kakuchi, Yasuyuki Tago, Ryosuke Sakai, Toshifumi Satoh, Toyoji Kakuchi
  • Journal Title: Macromolecules 42 Pages: 4430-4435
  • Peer Reviewed
• [Journal Article] Control of thermoresponsive property of urea end-functionalized poly(N-isopropylacrylamide)based on the hydrogen bond-assisted self-assembly in water (2009)
  • Author(s): Keita Fuchise, Ryohei Kakuchi, Sung-Tso Lin, Ryosuke Sakai, Shin-Ichiro Sato, Toshifumi Satoh, Wen-Chang Chen, Toyoji Kakuchi
  • Journal Title: Journal of Polymer Science Part A : Polymer Chemistry 47 Pages: 6259-6268
  • Peer Reviewed
• [Journal Article] Fluorescence Turn-On Sensing of Anions Based on Disassembly Process of Urea-Functionalized Poly(phenylenebutadiynylene) Aggregates
  • Author(s): Sakai, R.; Nagai, A.; Tago, Y.; Sato, S.; Nishimura, Y.; Arai, T.; Satoh, T.; Kakuchi, T.
  • Journal Title: Macromolecules Volume: (in press)
• [Presentation] Synthesis of urea-functionalized poly(phenylenebutadiynylene) as a turn-on fluorescent probe for anion sensing (2012)
  • Author(s): R. Sakai, A. Nagai, Y. Tago, S. Sato, T. Satoh, T. Kakuchi
  • Organizer: 243rd ACS National Meeting & Exposition, San Diego
  • Place of Presentation: CA, USA
• [Presentation] Corolimetric anion detection by urea-functionalized poly(phenylacetylene) s bearing L-amino acids as a pendants (2012)
  • Author(s): N. Sakai, R. Sakai, T. Satoh, T. Kakuchi
  • Organizer: 243rd ACS National Meeting & Exposition
  • Place of Presentation: San Diego, CA, USA
• [Presentation] Chirality sensing towards amino acid using poly(phenylacetylene) conjugated with L-lysine through urea linkage (2011)
  • Author(s): Sakai, Naoya ; Sakai, Ryosuke ; Satoh, Toshifumi ; Zhang, Afang ; Kakuchi, Toyoji
  • Organizer: 241st ACS National Meeting & Exposition
  • Place of Presentation: Anaheim, CA, USA
• [Presentation] アミド基を側鎖に導入したポリ(フェニルアセチレン)によるキラルカルボン酸塩の検出 (2011)
  • Author(s): 田口主、堺井亮介、佐藤敏文、覚知豊次
  • Organizer: 第45回(2010年度)高分子学会北海道支部研究発表会
  • Place of Presentation: 札幌
• [Presentation] ウレア基を有するポリ(p-フェニレン)を用いたアニオン応答性蛍光プローブの開発 (2011)
  • Author(s): 島田遼太郎、堺井亮介、佐藤敏文、覚知豊次
  • Organizer: 化学系学協会北海道支部2011年冬季研究発表会
  • Place of Presentation: 札幌
• [Presentation] L-リシン誘導体を側鎖に有するポリ(フェニルアセチレン)のキラル識別能 (2010)
  • Author(s): 酒井直哉, 堺井亮介, 佐藤敏文, 張春紅, 覚知豊次
  • Organizer: 第59回高分子討論会
  • Place of Presentation: 北海道大学(札幌)
  • Year and Date: 2010-09-15
• [Presentation] 側鎖にβ-ヒドロキシスルホンアミド基を有するポリフェニルアセチレンの合成とアニオン検出能 (2010)
  • Author(s): 小玉達郎・覚知亮平・堺井亮介・佐藤敏文・覚知豊次
  • Organizer: 北海道支部2010年冬季研究発表会
  • Place of Presentation: 北海道大学、札幌市
  • Year and Date: 2010-01-27
• [Presentation] アミド基とキラルカルボン酸塩の相互作用によるポリ(フェニルアセチレン)のらせん誘起 (2010)
  • Author(s): 田口主・Eric Barasa・佐藤敏文・覚知豊次
  • Organizer: 第44回高分子学会北海道支部研究発表会
  • Place of Presentation: 北海道大学、札幌市
  • Year and Date: 2010-01-26
• [Presentation] 側鎖にウレア基を有するポリ(p-フェニレンブタジイニレン)の合成とアニオン検出能 (2010)
  • Author(s): 長井敦・岡出翔太・多胡泰之・堺井亮介・佐藤敏文・覚知豊次
  • Organizer: 第44回高分子学会北海道支部研究発表会
  • Place of Presentation: 北海道大学、札幌市
  • Year and Date: 2010-01-26
• [Presentation] アミノ酸由来アミド基を側鎖に有するポリ(フェニルアセチレン)のアニオン認識能 (2010)
  • Author(s): 寺田絵里加・多胡泰之・堺井亮介・佐藤敏文・覚知豊次
  • Organizer: 第44回高分子学会北海道支部研究発表会
  • Place of Presentation: 北海道大学、札幌市
  • Year and Date: 2010-01-26
• [Presentation] Boc-アミノ酸を有するポリ(フェニルアセチレン)の合成とアニオン比色検出能 (2010)
  • Author(s): 柴崎拓也・島田遼太郎・多胡泰之・堺井亮介・佐藤敏文・覚知豊次
  • Organizer: 第44回高分子学会北海道支部研究発表会
  • Place of Presentation: 北海道大学、札幌市
  • Year and Date: 2010-01-26
• [Presentation] リシン由来デンドロンを側鎖に有するポリ(フェニルアセチレン)の合成とアニオン認識能 (2010)
  • Author(s): 酒井直哉・伊原良介・堺井亮介・佐藤敏文・覚知豊次
  • Organizer: 第44回高分子学会北海道支部研究発表会
  • Place of Presentation: 北海道大学、札幌市
  • Year and Date: 2010-01-26
• [Presentation] ウレア基を側鎖に有するポリ(フェニルアセチレン)の光学活性カルボン酸塩によるらせん誘起 (2010)
  • Author(s): 岡出翔太・小玉達郎・多胡泰之・覚知亮平・堺井亮介・佐藤敏文・覚知豊次
  • Organizer: 第58回高分子討論会
  • Place of Presentation: 熊本
• [Presentation] リシン由来デンドロンを側鎖に有するポリ(フェニルアセチレン)の合成とアニオン認識能 (2010)
  • Author(s): 酒井直哉・伊原良介・堺井亮介・佐藤敏文・覚知豊次
  • Organizer: 第44回高分子学会北海道支部研究発表会
  • Place of Presentation: 札幌
• [Presentation] アミノ酸由来アミド基を側鎖に有するポリ(フェニルアセチレン)のアニオン認識能 (2010)
  • Author(s): 寺田絵里加・多胡泰之・堺井亮介・佐藤敏文・覚知豊次
  • Organizer: 第44回高分子学会北海道支部研究発表会
  • Place of Presentation: 札幌
• [Presentation] Boc-アミノ酸を有するポリ(フェニルアセチレン)の合成とアニオン比色検出能 (2010)
  • Author(s): 柴崎拓也・島田遼太郎・多胡泰之・堺井亮介・佐藤敏文・覚知豊次
  • Organizer: 第44回高分子学会北海道支部研究発表会
  • Place of Presentation: 札幌
• [Presentation] ウレア基を側鎖に有するポリ(フェニルアセチレン)の光学活性カルボン酸塩によるらせん誘起 (2009)
  • Author(s): 岡出翔太・小玉達郎・多胡泰之・覚知亮平・堺井亮介・佐藤敏文・覚知豊次
  • Organizer: 第58回高分子討論会
  • Place of Presentation: 熊本大学、熊本市
  • Year and Date: 2009-09-15
• [Presentation] ウレア基と光学活性カルボン酸塩の相互作用を介したポリアセチレンへのらせん誘起 (2009)
  • Author(s): 岡出翔太、小玉達郎、多胡泰之、覚知亮平、堺井亮介、佐藤敏文、覚知豊次
  • Organizer: 日本化学会北海道支道支部 2009年 夏季研究発表会
  • Place of Presentation: 苫小牧工業高等専門学校、苫小牧市
  • Year and Date: 2009-07-12
• [Presentation] 光学活性カルボン酸塩によるウレア基を有するポリフェニルアセチレンへのらせん誘起 (2009)
  • Author(s): 岡出翔太・小玉達郎・多胡泰之・覚知亮平・堺井亮介・佐藤敏文・覚知豊次
  • Organizer: 第58回高分子学会年次大会
  • Place of Presentation: 神戸国際会議場、神戸市
  • Year and Date: 2009-05-24
• [Remarks]
  • URL: http://poly-bm.eng.hokudai.ac.jp/index.html