Yellow Phenolphthalein II * *Received June 11, 1959, from the Research Laboratory of Ex-Lax, Inc., Brooklyn 17, N. Y.

Hubacher, Max H.

doi:10.1002/jps.3030490514

Cited by 2 publications

(6 citation statements)

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“…(mp 245-247°C (dec). 1 H NMR (DMSO): δ (ppm) 9.82 (s, 2H, -OH), 7.94 (m, 2H), 7.82 (m, 2H), 7.31 (d, 4H, J ) 9.60 Hz), 6.98 (d, 4H, J ) 9.60 Hz). MALDI-TOF-MS: single peak found, 382.40; calcd for C24H14O5, 382.36; hplc, 99.7%.…”

Section: Methodsmentioning

confidence: 99%

“…No mp below 320°C. 1 Two drops of methanesulfonic acid were added as catalyst, and then the mixture was slowly heated to 100°C and kept at that temperature for 0.5 h. The mixture was heated to the temperature of reflux and maintained at that temperature for another 24 h. The reaction was periodically followed by HPLC. After 24 h, the dark-red reaction mixture was cooled to room temperature, and an orange product precipitated out from the reaction mixture.…”

Section: Methodsmentioning

confidence: 99%

“…No mp below 320 °C. 1 H NMR (DMSO): δ (ppm) 9.79 (s, 1H, -OH), 9.76 (s, 1H, -OH), 7.82-7.60 (m, 6H), 7.45-7.25 (m, 6H), 7.01 (t, 4H, J ) 8.00 Hz). MALDI-TOF-MS: single peak found, 454.50; calcd for C30H18N2O3, 454.48; hplc, 99.4%.…”

Section: Methodsmentioning

confidence: 99%

“…1,2 More environmentally friendly processes using cation-exchange resins as catalysts have also been reported. 3,4 Phenolphthalein is a biphenol with a lactone group between the two phenolic groups, and it has been used to synthesize aromatic polyesters, 5 aromatic polycarbonates, 6 and poly(arylene ether ketone)s or sulfones.…”

Section: Introductionmentioning

confidence: 98%

“…Phenolphthalein (1) is potentially an inexpensive material that is readily synthesized from phthalic anhydride and phenol in the presence of acid catalysts, such as zinc chloride. 1,2 More environmentally friendly processes using cation-exchange resins as catalysts have also been reported.…”

Section: Introductionmentioning

confidence: 99%

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Colored Poly(arylene ether)s Containing Benzoylenebenzimidazole, Phthaloperinone, and Phthalocyanine Moieties

Abu‐Yousef

Hlil

et al. 2000

Macromolecules

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The synthesis of a novel biphenol from phenolphthalein that contains an anhydride group is described. The biphenol readily undergoes further reactions. Two biphenols that contain the 1,2-benzoylenebisbenzimidazole or phthaloperin-12-one moiety, respectively, were prepared from the biphenol anhydride by reaction with aromatic diamines, o-phenylenediamine, and 1,8-diaminonaphthalene. Two series of poly(arylene ether)s were synthesized from these heterocyclic containing biphenols. The polymers and copolymers synthesized exhibited extremely high glass transition temperatures and excellent thermooxidative stability. The highest T g and 5% weight loss temperatures of these polymers were almost 360 and 600°C, respectively. The two series of poly(arylene ether)s were yellow and orange in color, respectively. These poly(arylene ether)s have good solubility and can be cast from solution into tough films. The glass transition temperatures of the copolymers increased with increasing heterocycle content, while the solubilities decreased. We have also synthesized, utilizing a biphenol containing the dicyanoarylene moiety, a polymer that contains the phthalocyanine copper(II) moiety that has a blue color. Copolymers containing all three moieties have been synthesized that have a permanent black color since they absorb over the entire visible spectral region from 300 to 750 nm. All of the polymers were highly fluorescent materials with emission wavenumbers ranging from 400 to 750 nm.

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Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 98%

Section: Introductionmentioning

confidence: 99%

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