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2006 Fiscal Year Final Research Report Summary

Development of High Temperature Polymers Possessing Low Dielectric Constant, Low Coefficient of Thermal Expansion, and High Transparency and Their Application to Electronic Devices.

Research Project

Project/Area Number 16550179
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Polymer/Textile materials
Research InstitutionToho University

Principal Investigator

HASEGAWA Masatoshi  Faculty of Science, Associate Professor, 理学部, 助教授 (40237988)

Project Period (FY) 2004 – 2006
KeywordsCycloaliphatic Polyimides / Colorless Polyimides / Low Dielectric Constant / Low CTE / Organo Soluble Polyimides / Low Water Absorption Polyimides / Positive-type Photosensitive PIs / Interlayer Dielectrics
Research Abstract

In microelectronic applications, polyimides (PIs) used as interlayer dielectrics are demanded to decrease both the dielectric constant (K) and the coefficient of thermal expansion (CTE). There are so far few practical low-K and low- CTE PIs. The present scientific research reports that a wholly cycloaliphatic (alicyclic) polyimide (PI) derived from cyclobutanetetracarboxylic dianhydride (CBDA) and trans-1,4-cyclohexanediamine (CHDA) accomplished a combined properties of a high Tg, a low CTE, and a low dielectric coefficient (K) simultaneously, although the PI showed no solubility in common organic solvents. It is believed that the low CTE generation mechanism is based on the in-plane chain orientation induced by thermal imidization. The solution-casting process (without imidization) of polyimide solutions does not usually cause pronounced in-plane orientation. In this work, we synthesized a novel cycloaliphatic tetracarboxylic dianhydride, 1,3-dimethyl-CBDA from photodimerization of citraconic anhydride. The results revealed that a cycloaliphatic copolyimide system derived from 1,3-dimethyl-CBDA with TFMB and cycloaliphatic diamines leads to a low CTE (24 ppm/K), a low K (2.67), high transparency (T% = 86% @400nm), and good film flexibility by the simple solution-casting of its PI varnish without imidization process. The low CTE corresponds to a high value of birefringence (An > 0.05) reflecting a high extent of in-plane orientation. The new materials developed in this work can be applied to interlayer dielectrics in semiconductor devices.

  • Research Products

    (14 results)

All 2007 2006 2005

All Journal Article (12 results) Book (1 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Polyimides containing trans-1,4-cyclohexane unit (II). Low-K and Low-CTE Semi- and Wholly Cycloaliphatic Polyimides2007

    • Author(s)
      M.Hasegawa, M.Horiuchi, Y.Wada
    • Journal Title

      High Performance Polymers 19

      Pages: 175-193

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Low-CTE Polyimides derived from 2,3,6,7-Naphthalenetetracarboxylic Dianhydride2007

    • Author(s)
      M.Hasegawa, S.Horii
    • Journal Title

      Polymer Journal 39

      Pages: 610-621

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Polyimides containing trans-1,4-cyclohexane unit (II). Low-K and Low-CTE Semi-and Wholly Cycloaliphatic Polyimides2007

    • Author(s)
      M.Hasegawa, M.Horiuchi, Y.Wada
    • Journal Title

      High Performance Polymers 19

      Pages: 175-193

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Positive-type Photo-patterning of Low-CTE, High-modulus Transparent Polyimide Systems2006

    • Author(s)
      M.Hasegawa, Y.Tanaka, K.Koseki, A.Tominaga
    • Journal Title

      Journal of Photopolymer Science and Technology 19

      Pages: 285-290

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] 線膨張係数、低吸水率および靭性を同時に有する次世代耐熱絶縁材料 ~ポリエステルイミド~2006

    • Author(s)
      長谷川匡俊
    • Journal Title

      化学と工業 59

      Pages: 634-637

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Corrosion and Adhesion Properties of a Low-CTE Polybenzoxazole Film2006

    • Author(s)
      O.Ikeda, F.Itoh, M.Hasegawa
    • Journal Title

      エレクトロニクス実装学会誌 9

      Pages: 48-51

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Positive-type Photo-patterning of Low-CTE, High-modulus Transparent Polyimide Systems2006

    • Author(s)
      M.Hasegawa, Y.Tanaka, K.Koseki, A.Tominaga
    • Journal Title

      J. Photopolym. Sci. Technol. 19

      Pages: 285-290

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] A Next Generation of High Temperature Dielectrics Possessing Low CTE, Low Water Absorption and High Toughness.2006

    • Author(s)
      M.Hasegawa
    • Journal Title

      Chemistry and Chemical Industry 59

      Pages: 634-637

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Corrosion and Adhesion Properties of a Low-CTE Polybenzoxazole Film2006

    • Author(s)
      O.Ikeda, F.Itoh, M.Hasegawa
    • Journal Title

      Japan Institute of Electronic Packaging 9

      Pages: 48-51

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Thermal and Mechanical Properties2006

    • Author(s)
      M.Hasegawa
    • Journal Title

      New Materials and Application Technologies of Polyimides, CMC `

      Pages: 38-57 (Chapter 5)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Journal Article] Environmentally Friendly Positive- and Negative-tone Photo-patterning Systems of Low-K and Low-CTE Polyimides2005

    • Author(s)
      M.Hasegawa, A.Tominaga
    • Journal Title

      Journal of Photopolymer Science and Technology 18

      Pages: 307-312

    • Description
      「研究成果報告書概要(和文)」より
  • [Journal Article] Environmentally Friendly Positive-and Negative-tone Photo-patterning Systems of Low-K and Low-CTE Polyimides2005

    • Author(s)
      M.Hasegawa, A.Tominaga
    • Journal Title

      J. Photopolym. Sci. Technol. 18

      Pages: 307-312

    • Description
      「研究成果報告書概要(欧文)」より
  • [Book] ポリイミドの最新材料と応用技術2006

    • Author(s)
      長谷川匡俊(第3章分担執筆)
    • Total Pages
      38-57(285)
    • Publisher
      CMC出版
    • Description
      「研究成果報告書概要(和文)」より
  • [Patent(Industrial Property Rights)] 脂環式ポリイミド前駆体、ポジ型感光性樹脂組成物およびその硬化膜2006

    • Inventor(s)
      長谷川匡俊
    • Industrial Property Number
      特願2006-142245
    • Filing Date
      20060500
    • Description
      「研究成果報告書概要(和文)」より

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Published: 2008-05-27  

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