Precision Polymerization and Polymers II. Synthesis and Polymerization of Cyclic Carbonates Containing a Binaphthyl Moiety.

• TAKATA Toshikazu

  Department of Applied Chemistry, College of Engineering, Osaka Prefecture University

• MATSUOKA Hideo

  Research Laboratory of Resources Utilization, Tokyo Institute of Technology

• HIRASA Takashi

  Research Laboratory of Resources Utilization, Tokyo Institute of Technology

• MATSUO Jyuho

  Research Laboratory of Resources Utilization, Tokyo Institute of Technology

• ENDO Takeshi

  Research Laboratory of Resources Utilization, Tokyo Institute of Technology

• FURUSHO Yoshio

  Department of Applied Chemistry, College of Engineering, Osaka Prefecture University

Bibliographic Information

Other Title

• 精密重合・精密合成高分子　ＩＩ　　ビナフチル構造を有する環状炭酸エステルの合成と重合
• ビナフチル コウゾウ オ ユウスル カンジョウ タンサン エステル ノ ゴウセ

Abstract

Synthesis and anionic ring-opening polymerization of aromatic cyclic carbonates were investigated. Detailed studies with 2, 2′-biphenol and 1, 1′-bi (2-naphthol) as diols showed that the synthesis with 2 mol of p-nitrophenyl chloroformate and 2 mol of a tertiary amine afforded the best results (yields of the corresponding cyclic carbonates 3 and 5 were ca. 80%). Preparation using phosgene dimer resulted in good yield of 3 but was not suitable for 5. Stability of 5 was low enough to react with methanol only by mixing to give an adduct readily. High ring-opening ability of 5 based on its strained ring was suggested from the structure simulation of 3 and 5. Anionic ring-opening polymerization of 5 initiated with t-BuOK and the related alkalis proceeded smoothly to give a polycarbonate quantitatively (M_nca. 15000). This polymer could also be obtained by polycondensation using 1, 1′-bi (2-naphthol) and bis (4-nitrophenyl) carbonate. Thermal analysis, powder X-ray analysis, and volume change on polymerization were studied.

Journal

• KOBUNSHI RONBUNSHU

  KOBUNSHI RONBUNSHU 54 (12), 974-981, 1997

  The Society of Polymer Science, Japan

Keywords

• Molecular Chirality
• Binaphthyl Moiety
• Aromatic Cyclic Carbonate
• Polycarbonate
• Anionic Ring-Opening Polymerization

Details

• CRID: 1390282681500272128
• NII Article ID: 10003287943
• NII Book ID: AN00085011
• DOI: 10.1295/koron.54.974
• ISSN: 18815685
• ISSN: 03862186
• NDL BIB ID: 4380409
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I4380409
• Text Lang: ja
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
• Abstract License Flag: Disallowed