Polybenzimidazole containing adamantane units

Moon, Sung-Woo; Schwartz, Arthur L.; Hecht, Jeffrey K.

doi:10.1002/pol.1970.150081226

Cited by 16 publications

(7 citation statements)

References 3 publications

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“…The mixture was stirred at room temperature for 48 h. Standard isolation gave an oil. Kugelrohr distillation ( 12O-13O0C/0.5 mm) of this oil gave 14.6 g (61%) of 1,3,5-triethynyladamantane ( 4…”

Section: Synthesis Of 135-triethynyladamantane ( 4 )mentioning

confidence: 99%

“…l-Hydroxy-3,5-dimethyladamantane ( 5,4.0 g, 22.3 mmol) was added, portionwise, over 30 min to a stirred mixture of bromine ( 15 mL) , boron tribromide (6.6 mL), and aluminum bromide (0.6 g, 2.2 mmol) at room temperature. The mixture was stirred at room temperature for 29 h, diluted with CH2C12, and poured over a mixture of crushed ice and 10% aqueous sodium carbonate.…”

Section: Synthesis Of 13-dibromo-57-dimethyladamantane ( 6 )mentioning

confidence: 99%

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Thermally stable polymers based on acetylene‐terminated adamantanes

Malik

Archibald

Baum

et al. 1992

J. Polym. Sci. A Polym. Chem.

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SYNOPSIS1,3-Diethynyl-5,7-dimethyladamantane, 1,3-diethynyl-5-phenyladamantane, 1,3,5-triethynyladamantane, and 3,3'-diethynyl-1,lf-biadamantane, were synthesized and polymerized thermally at 210OC. The thermoset resins obtained were post-cured at 300°C for 16 h to give materials that exhibited onsets of degradation (TGA) in air at 460-477°C and in helium at 460-485°C. The fully cured materials did not exhibit any detectable DSC transitions between 25 and 400°C. An attempt to thermally polymerize 1-ethynyl-3-phenyladamantane was unsuccessful. 0 1992 John Wiley & Sons, Inc.

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Section: Synthesis Of 135-triethynyladamantane ( 4 )mentioning

confidence: 99%

Section: Synthesis Of 13-dibromo-57-dimethyladamantane ( 6 )mentioning

confidence: 99%

Thermally stable polymers based on acetylene‐terminated adamantanes

Malik

Archibald

Baum

et al. 1992

J. Polym. Sci. A Polym. Chem.

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“…Thus, PBI containing ether group, 2 azo groups, 3 amide groups, 4 fluorine groups, 5 pyridine and imidazole groups, 6 cardo (fluorene) groups, 7 sulfone linkages, 8 thiaxanthone groups, 9 aliphatic groups, 10,11 alicyclic structures, 12 dibenzothiophene and dioxodibenzothiophene units, 13 adamantine units, 14 benzofurobenzofuran structures, 15 and phenoxaphosphine 16 have been reported. PBIs, containing functional groups such as sulfonic acid, cyano, hydroxy, and nitro groups have also been reported in literature.…”

Section: Introductionmentioning

confidence: 97%

Nitrophenoxy groups containing polybenzimidazoles as polymer electrolytes for fuel cells: Synthesis and characterization

Kulkarni

Potrekar

Kulkarni

et al. 2010

J of Applied Polymer Sci

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Polybenzimidazoles containing different contents of pendant nitrophenoxy groups were prepared by condensation of 3,3 0 -diamino-benzidine with a mixture of 3,5-dicarboxyl-4 0 -nitro diphenyl ether and isophthalic acid (IPA) in different ratios in polyphosphoric acid. The polymers are soluble in polar aprotic solvents, they have inherent viscosities in the range of 0.75-1.10 dL g À1 and they form tough and transparent films on solution casting. They have good thermal stability with initial decomposition temperature ranging from 380 to 416 C in nitrogen, good tensile strength ranging from 56 to 65 MPa and reasonably good oxidative stability. Phosphoric acid uptake of these polymers is low compared with PBI and membranes doped with phosphoric acid exhibit good proton conductivity in the range of 6.6Â 10 À3 to 1.9Â 10 À2 S/cm at 25 C and 1.2Â 10 À2 to 4.9Â 10 À2 S/cm at 175 C, compared with 3.9Â 10 À3 S/cm at 25 C and 3.2Â 10 À2 S/cm at 175 C for PBI. These membranes are suitable for applications as polymer electrolyte for fuel cell and presumably for gas separation at high temperature.

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“…28 This unusually high thermal stability for an aliphatic hydrocarbon polymer presumably results from the presence of diamantane units in the polymer backbone, which due to their "diamond-like" structure retard degradation reactions resulting from nucleophilic attack, electrophilic attack, or elimination reaction. [21][22][23][24][25][26][27][28][29] Recently, we reported that a series of novel polyamides had been synthesized by direct polycondensation of 1,6-diamantanedicarboxylic acid with various aromatic diamines. Colorless polyamide films were obtained with good mechanical properties up to temperatures well above 350 °C.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Properties of New Polycyclic Polyesters from 1,6-Diamantanedicarboxylic Acyl Chloride and Aromatic Diols

Chern¹

1995

Macromolecules

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Polybenzimidazole containing adamantane units

Cited by 16 publications

References 3 publications

Thermally stable polymers based on acetylene‐terminated adamantanes

Thermally stable polymers based on acetylene‐terminated adamantanes

Nitrophenoxy groups containing polybenzimidazoles as polymer electrolytes for fuel cells: Synthesis and characterization

Synthesis and Properties of New Polycyclic Polyesters from 1,6-Diamantanedicarboxylic Acyl Chloride and Aromatic Diols

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