THE PREPARATION OF 2-(4″-HYDROXYBENZOYL)-4'-HYDROXYBENZOPHENONE<sup>1</sup>

Blicke, F. F.; Weinkauff, O. J.

doi:10.1021/ja01343a026

Cited by 6 publications

(2 citation statements)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Phenolphthalein ( 1 ) has been used as a biphenol in the synthesis of polymers. − The resulting polymers are not thermooxidatively stable at high temperature due to the instability of the lactone group. Blicke , demonstrated that phenolphthalein could be quantitatively reduced to phenolphthalin 4 (Scheme ) by zinc metal. The phenolphthalin was then rearranged in a strong acid, such as sulfuric acid, into isobenzofuran 5 in a reasonable yield.…”

Section: Resultsmentioning

confidence: 99%

“…16,17 The imidoaryl group can undergo transimidization reactions with amino compounds to form N-amino, N-alkyl, and N-aliphatic acid derivatives. 18 10.1021/ma001171r CCC: $ 19 We report herein the synthesis of the parent 3,8-bis-(4-hydroxyphenyl)-1,2-naphthalic anhydride 7 from phenolphthalein. This biphenol has an anhydride pendant group; therefore, it is very easily functionalizable and can readily react with amines.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

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

Abu‐Yousef

Hlil

et al. 2000

Macromolecules

View full text Add to dashboard Cite

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.

show abstract

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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

Abu‐Yousef

Hlil

et al. 2000

Macromolecules

View full text Add to dashboard Cite

show abstract

1‐Alkyl‐, 1‐Aryl‐, and 1,4‐Diarylphthalazines

1953

Chemistry of Heterocyclic Compounds: A Series of Monographs

View full text Add to dashboard Cite

Action of Grignard reagents on thiophthalic anhydride, 3‐benzal‐2‐thiophthalide, 3‐p‐chloro‐ and 3‐p‐methoxybenzalphthalides

Omran

Harb

1973

J. Prakt. Chem.

View full text Add to dashboard Cite

Thiophthalic anhydride 1 reacts with the GRIGNARD reagents 2a–e (1:1 mol.) to give the corresponding 3‐aryl(alkyl)‐3‐hydroxy‐2‐thiophthalides 3a–e. The interaction of 1 with 2c and f (1:2 mol.) yields the corresponding 1,2‐diaroylbenzene derivatives 4. On the other hand, 1 reacts with 2b (1:2 and 1:3 mol.) to give 5 and 6, respectively. When 3‐benzal‐2‐thiophthalide 7a and 3‐p‐chlorobenzalphthalide 7b are allowed to react with the GRIGNARD reagents 2c–f, the corresponding indenone derivatives 8 are obtained. On the other hand, the reaction of 7a and b with 2b (1:2 mol.) yields 6 and 9, respectively. 7a and p‐methoxybenzalphthalide 7c react with 2b (1:1 mol.) to give 5 and 10 (a and b). The constitution of the products has been investigated by means of IR and UV spectra.

show abstract

THE PREPARATION OF 2-(4″-HYDROXYBENZOYL)-4'-HYDROXYBENZOPHENONE¹

Cited by 6 publications

References 0 publications

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

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

1‐Alkyl‐, 1‐Aryl‐, and 1,4‐Diarylphthalazines

Action of Grignard reagents on thiophthalic anhydride, 3‐benzal‐2‐thiophthalide, 3‐p‐chloro‐ and 3‐p‐methoxybenzalphthalides

Contact Info

Product

Resources

About

THE PREPARATION OF 2-(4″-HYDROXYBENZOYL)-4'-HYDROXYBENZOPHENONE1

Cited by 6 publications

References 0 publications

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

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

1‐Alkyl‐, 1‐Aryl‐, and 1,4‐Diarylphthalazines

Action of Grignard reagents on thiophthalic anhydride, 3‐benzal‐2‐thiophthalide, 3‐p‐chloro‐ and 3‐p‐methoxybenzalphthalides

Contact Info

Product

Resources

About

THE PREPARATION OF 2-(4″-HYDROXYBENZOYL)-4'-HYDROXYBENZOPHENONE¹