Polyimides derived from 2,2'-bis(trifluoromethyl)-4,4'-diaminobiphenyl. 3. Property control for polymer blends and copolymerization of fluorinated polyimides

Matsuura, Takeshi; Yamada, Noriyoshi; Nishi, S.; Hasuda, Yoshinori

doi:10.1021/ma00055a002

Cited by 116 publications

(59 citation statements)

References 4 publications

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“…Furthermore, the values for coefficient of thermal expansion (CTE) were also discussed for the fluorinated PI of 6FDA-TFDB and for copolyimides that included 6FDA-TFDB elements. 8,9 Moreover, Harris et al focused on another TFDB-based fluorinated PI: 3,3 0 ,4,4 0 -biphenyltetracarboxylic dianhydride (BPDA, not fluorinated tetracarboxylic dianhydride)-TFDB, and investigated its crystal structures and thermal stability. [10][11][12][13] The results of both research groups indicated that the CTE increased with increases in the fluorine content.…”

Section: Introductionmentioning

confidence: 99%

Phase appearance during polymerization of fluorinated polyimide monomers and deposition into the microscopic‐scale trenches in supercritical carbon dioxide

Haruki

Oda

Wasada

et al. 2016

J of Applied Polymer Sci

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The phase appearance during the synthesis of fluorinated polyamic acid (PAA) from 2,2-bis(3,4-anhydrodicarboxyphenyl)-hexafluoropropane (6FDA) and 2,2 0 -bis(trifluoromethyl)24,4 0 -diaminobiphenyl (TFDB) in supercritical carbon dioxide (scCO 2 ) was investigated to obtain fundamental data for the deposition of fluorinate polyimides (PI) using scCO 2 . All polymerizations were carried out at 30 MPa for 60 min. The experimental temperatures ranged from 50 to 70 8C, and each of the monomer concentrations ranged from 0.67 3 10 25 to 3.3 3 10 25 mol cm 23. The holding time of the transparent phases, which was the time from the beginning of the polymerization to the appearance of a turbid phase, was increased with either a decrease in the polymerization temperature or a decrease in the initial monomer concentration. The holding time of the fluorinated PAA was longer than that of the monomers of Kapton-type PAA. The deposition of PI into the microscopic-scale trenches that had formed on the silicon wafer was successful in scCO 2 .

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Section: Introductionmentioning

confidence: 99%

Phase appearance during polymerization of fluorinated polyimide monomers and deposition into the microscopic‐scale trenches in supercritical carbon dioxide

Haruki

Oda

Wasada

et al. 2016

J of Applied Polymer Sci

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“…Therefore, much research effort has been concentrated on design and preparation of organosoluble polyimides without deterioration of their attractive properties. Some of the approaches to soluble polyimides are introduction of flexible linkages [4,5], bulky lateral substituents [6][7][8][9][10][11][12], noncoplanar [13][14][15][16][17][18][19], kinked [20][21][22][23][24][25] or alicyclic structures [26][27][28][29][30]. Among them, introduction of 2,2 -disubstituted twisted biphenyl structures into polyimide backbones was considered as one of the successful approaches.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Highly Organosoluble Polyimides Based on a New Asymmetric Dianhydride

Zeng

Zhou

Fan

et al. 2012

Designed Monomers and Polymers

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A new asymmetric biphenyl dianhydride, 2-o-tert-butylphenoxy-4,4 ,5,5 -biphenyltetracarboxylic dianhydride, was readily synthesized via a four-step route. The key intermediate, 2-nitro-bis(N-methylphthalimide) (2), was synthesized at low temperature (around 15 • C), with a yield of over 90%, which enhances the molecular adjustment flexibility of the monomer. FT-IR and 1 H-NMR were used to fully verify the proposed structure of this new asymmetric dianhydride. The polyimides were prepared from such new dianhydride and commercial diamines by high-temperature one step polymerization in m-cresol. The molecular structures of the polymers were determined by FT-IR and 1 H-NMR. The inherent viscosities were in the range of 0.40-0.41. The polymers show high organosolubility in common solvents such as NMP, CHCl 3 and THF. TGA analysis revealed that the polymers displayed good thermal stability up to 490 • C. © Koninklijke Brill NV, Leiden, 2012

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“…One of the successful strategies is to incorporate pendant alkyl and phenyl groups or fluorine, chlorine, phosphorus, and flexible bridging units into the polymer backbone. [2][3][4][5][6][7] Another approach to enhance solubility is to utilize alicyclic dianhydrides with an aliphatic single ring, although the high temperature stability is significantly deteriorated. [8][9][10] Meanwhile, most of the wholly aromatic polyimides intensely absorb visible light and are colored reddish yellow, or pale yellow even if well-designed.…”

Section: Introductionmentioning

confidence: 99%

Soluble Polyimides with Polyalicyclic Structure. Part 9. A Polyalicyclic Polyimide Bearing Spiro Structure.

Matsumoto

Maeda

Takeshima

2000

J. Photopol. Sci. Technol.

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Polyimides derived from 2,2'-bis(trifluoromethyl)-4,4'-diaminobiphenyl. 3. Property control for polymer blends and copolymerization of fluorinated polyimides

Cited by 116 publications

References 4 publications

Phase appearance during polymerization of fluorinated polyimide monomers and deposition into the microscopic‐scale trenches in supercritical carbon dioxide

Phase appearance during polymerization of fluorinated polyimide monomers and deposition into the microscopic‐scale trenches in supercritical carbon dioxide

Synthesis and Characterization of Highly Organosoluble Polyimides Based on a New Asymmetric Dianhydride

Soluble Polyimides with Polyalicyclic Structure. Part 9. A Polyalicyclic Polyimide Bearing Spiro Structure.

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