Synthesis and Properties of Polysiloxanes Possessing 9,9-Diarylfluorene Structure in the Main Chain

Hayashi, Hideki; Kawasaki, Shinichi; Kobori, Kana; Koyama, Yasuhito; Asai, Shigeo; Takata, Toshikazu

doi:10.1295/polymj.pj2008241

Cited by 9 publications

(3 citation statements)

References 25 publications

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“…The polycarbonates (poly 2, poly 5, poly 6 and poly 7) showed relatively good solubility in typical organic solvents such as chloroform, toluene, DMF and dimethyl sulfoxide ( Supplementary Table S1; see Supplementary Information) The good solubility can be understood in terms of the pendant fluorene moieties placed perpendicular to the main chain, which can inhibit the aggregation of polymer chains in a manner similar to 9,9-diarylfluorene-based cardo polymers. [3][4][5][6][7][8][9][10][11][12][13][14][15][16] No diffraction peaks were observed by powder X-ray diffraction of the polymers, indicating their amorphous nature, which coincided with their observed good solubility (see Supplementary Information).…”

Section: Properties Of Polycarbonatesmentioning

confidence: 99%

“…Furthermore, some of them have good processability because of their appropriate glass transition and high decomposition temperatures, as well as good solubility in organic solvents. 1,2 We have long studied the synthesis and properties of many cardo polymers having 9,9-diarylfluorene moieties [3][4][5][6][7][8][9][10][11][12][13][14][15][16] and recently reported the preparation of cardo-like polymers [17][18][19][20][21] that have 9,9′-spirobifluorene moieties as the main chain units. Most cardo polymers hitherto studied have been aromatic, whereas aliphatic cardo polymers, 'cardo carbochain polymers' as defined by Korshak, 1 are also interesting because of their expected moderate properties based on their flexible main chains, although only a few reports dealing with fluorenecontaining polymers or oligomers have been reported so far, to the best of our knowledge.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and properties of pendant fluorene moiety-tethered aliphatic polycarbonates

Nakazono

Yamashita

Ogawa

et al. 2015

Polym J

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A series of novel fluorene moiety-containing polycarbonates was synthesized by the anionic ring-opening polymerization of six-membered spirocyclic carbonates possessing 9,9-fluorene groups at the 5,5-position. The polymers could be considered cardo-type polymers because they had 9,9-fluorene groups as a loop-shaped side chain. Interestingly, the fluorene pendant polycarbonates were obtained in sufficiently high molecular weights and in good yields, although the monomers were structurally closely related to the 5,5-diphenyl-substituted cyclic carbonate that exhibited very low polymerizability. Furthermore, the polymerizations of substituted fluorene-based six-membered spirocyclic carbonates were investigated. All of the obtained polymers showed favorable properties, including good solubility, amorphous natures, favorable thermal stabilities, remarkably low birefringence values and high refractive indices despite consisting only of C, H and O atoms. The good potentiality in the application to optical materials was shown here.

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Section: Properties Of Polycarbonatesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis and properties of pendant fluorene moiety-tethered aliphatic polycarbonates

Nakazono

Yamashita

Ogawa

et al. 2015

Polym J

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“…As 9,9‐diarylfluorene ( DAF )‐based polymers exhibit unique properties such as high thermal stability, high solubility in organic solvents, amorphous nature, high filler‐dispersing ability, high refractive index, and low birefringence, they have attracted considerable interests in the field of high‐performance polymer materials such as optical materials, gas permselective film, high filler dispersible matrix polymer, heat‐resistance resin, and so forth . These excellent properties are attributed to the cardo structure of DAF in which aryl substituents at the quaternary carbon center of alicyclic moiety occupy different planes [Fig.…”

Section: Introductionmentioning

confidence: 99%

9,9-Diaryl-4,5-diazafluorene-based Cardo polymer; Synthesis and characteristic properties

Okuda

Koyama

Kojima

et al. 2013

J. Polym. Sci. Part A: Polym. Chem.

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To open out new aspects of 9,9-diarylfluorene (DAF)-based polymers with high performances, 9,9-(4-hydroxyphenyl)-4,5-diazafluorene (N-BPF) was designed as a new cardo structure and the properties of poly(ether ketone)s (N-PEKs) containing N-BPF skeletons were examined in detail. N-PEKs were synthesized in high yields via polycondensation of N-BPF with difluoroarenes. N-PEKs showed cardo polymer-specific properties such as high thermal stability and high solubility in organic solvents. The addition of p-toluenesulfonic acid (TsOH) to N-PEK resulted in the formation of network polymer based on interchain hydrogen bonds. It turned out that the films of network polymer are flexible and transparent and exhibit high refractive index and low birefringence. The effects of feed ratio of TsOH to N-PEK were also evaluated on the mechanical properties of network polymer.

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Synthesis and characterization of 9,9‐bis(4‐hydroxyphenyl and 4‐aminophenyl)dibenzofluorenes: Novel fluorene‐based monomers

Seesukphronrarak

Kawasaki

Kuwata

et al. 2019

J. Polym. Sci. Part A: Polym. Chem.

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Two novel 9,9‐difunctionalized fluorene‐type monomers, 9,9‐bis(4‐hydroxyphenyl‐ and 4‐aminophenyl)‐2,3:6,7‐dibenzofluorenes, are synthesized by the reaction of dibenzenzofluorenone with phenol and aniline. These monomers are used for the preparation of polyester and polyimide as the typical polymers to evaluate the property change such as thermal stability caused by the benzene rings fused to the fluorene skeleton with keeping good solubility, in comparison with the polymers derived from simple fluorenone. In fact, these two new polymers have the fairly enhanced thermal stability and refractive index value along with satisfactory solubility in organic solvents, enough to emphasize the fusion effect. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 2602–2605

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Synthesis and Properties of Polysiloxanes Possessing 9,9-Diarylfluorene Structure in the Main Chain

Cited by 9 publications

References 25 publications

Synthesis and properties of pendant fluorene moiety-tethered aliphatic polycarbonates

Synthesis and properties of pendant fluorene moiety-tethered aliphatic polycarbonates

9,9-Diaryl-4,5-diazafluorene-based Cardo polymer; Synthesis and characteristic properties

Synthesis and characterization of 9,9‐bis(4‐hydroxyphenyl and 4‐aminophenyl)dibenzofluorenes: Novel fluorene‐based monomers

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