Polyimides Derived from Novel Unsymmetric Dianhydride

Zheng, Hai Bin; Wang, Zhi Yuan

doi:10.1021/ma000185u

Cited by 98 publications

(52 citation statements)

References 4 publications

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“…Therefore, the structural modification such as the introduction of bulky lateral substituents, flexible alkyl side chains, bent molecules and so on is investigated to enhance the solubility and the processability of the polyimides. [25][26][27][28][29][30] Figure 1 displays the chemical structures of chalcone-based polyimides synthesized. The synthesis of the diamine derivatives was described in Schemes 1 and 2.…”

Section: Synthesis and Solubility Of Polyimidesmentioning

confidence: 99%

Synthesis and Thermal Properties of Main Chain Polyimides Containing Chalcone Derivative

Mutoh

Nakao

Koide

2004

Polym J

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ABSTRACT:We synthesized main chain polyimides containing photosensitive chalcone moiety and investigated thermal properties of the polyimides. The polyimides were prepared by acid anhydrides [4,4 0 -(hexafluoro-isopropylidene) diphthalic anhydride (6FDA) or 4,4 0 -biphthalic anhydride (BPDA)] and diamine derivatives containing a chalcone group. The polyimides with 6FDA derivative were soluble in organic solvents such as tetrahydrofuran, chloroform and N,N-dimethylformamide. On the other hand, the polyimides with BPDA derivative were insoluble in common organic solvents. The polyimides with 6FDA derivative did not exhibit any mesophases, while the polyimides with BPDA derivative displayed a smectic phase.

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Section: Synthesis and Solubility Of Polyimidesmentioning

confidence: 99%

Synthesis and Thermal Properties of Main Chain Polyimides Containing Chalcone Derivative

Mutoh

Nakao

Koide

2004

Polym J

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“…Chain rigidity, strong intermolecular interactions, and chain packing ability are the significant reasons for the insoluble and nonmelting character of solely aromatic polyimides. 6,7 The incorporation of bulky substituents, 8−13 flexible linkages, fluoro groups, 14 and noncoplanar 15 and nonsymmetric moieties 16 into the rigid polymer backbone are the most successful ways to overcome the above-mentioned problems without sacrificing the inherent characteristics of these polymers.…”

Section: Introductionmentioning

confidence: 99%

Novel flame retardant poly(thiourea-sulfone-imide)s for high temperature applications: synthesis and characterization

Ergün

Aydınol²,

Őztürk³

et al. 2013

Turk J Chem

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Abstract:The synthesis and polymerization of a novel diamine monomer, 1,1-(sulfonylbis (4,1-phenylene)) bis (thiourea) (SPT), with various aromatic dianhydrides were carried out. In addition, the fabrication of poly(thiourea-sulfone-imide)s (PTSIs) with noble thermal properties and flame retardancy was conducted. The structures of SPT and polymers were characterized by FT-IR, 1 H NMR, and 13 C NMR spectroscopy along with elemental analysis. Crystallinity, organosolubility, inherent viscosity, and gel permeation chromatographic measurements were taken as well. The amorphous nature was exhibited by PTSIs containing C = S and -SO 2 -moieties in the backbone that were readily soluble in highly polar organic solvents. The inherent viscosities of PTSIs were 0.89-1.13 dL g −1 and molecular weights were 87,000-96,550 g mol −1 , respectively. Their thermal stability was studied in terms of temperature at 10% weight loss, which ranged between 478 and 526• C under inert atmosphere. Polyimides had a glass transition temperature around 253-268 • C depending on the dianhydrides used. The flame retardant properties of PTSIs were studied in terms of limiting oxygen index values and were measured in the range of 50-56.

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“…Recently, it is well recognized that asymmetric introduction of bulky substituents or linkages into polyimide backbone is an another effective approach to improve the solubility of polyimides [34][35][36][37][38][39][40]. Various asymmetric diamines were designed and used for organosoluble PI preparation.…”

Section: Introductionmentioning

confidence: 99%

“…The results reveal the asymmetric and symmetric substituents/property relationships of the polyimides. However, few studies on polyimides derived from asymmetric dianhydride were conducted due to the tough synthetic chemistry of the dianhydride monomers relative to diamines [35,41]. Therefore, in this paper, we report the synthesis and characterization of a new asymmetric dianhydride and polyimides based thereon.…”

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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Polyimides Derived from Novel Unsymmetric Dianhydride

Cited by 98 publications

References 4 publications

Synthesis and Thermal Properties of Main Chain Polyimides Containing Chalcone Derivative

Synthesis and Thermal Properties of Main Chain Polyimides Containing Chalcone Derivative

Novel flame retardant poly(thiourea-sulfone-imide)s for high temperature applications: synthesis and characterization

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

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