NMR studies on 1,2‐dihydro‐2‐(4‐aminophenyl)‐4‐[4‐(4‐aminophenoxy)‐4‐phenyl]‐(2<i>H</i>)phthalazin‐1‐one

Wang, Tianzhi; Cheng, Lin; Zhang, Tao; Yuan, Hang; Mao, Shizhen

doi:10.1002/mrc.1087

Cited by 4 publications

References 10 publications

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Facile Synthesis of New Aromatic Polyamides Based on 1,2-Dihydro-2-(4-carboxylphenyl)-4-[4-(4-carboxylphenoxy)-3-methylphenyl]phthalazin-1-one

Cheng¹,

Ying

Yang

et al. 2005

Chin. J. Chem.

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A new monomer diacid, 1,2-dihydro-2-(4-carboxylphenyl)-4-[4-(4-carboxylphenoxy)-3-methylphenyl]phthalazin-1-one (3), was synthesized through the aromatic nucleophilic substitution reaction of a readily available unsymmetrical phthalazinone 1 bisphenol-like with p-chlorobenzonitrile in the presence of potassium carbonate in N,N-dimethylacetamide and alkaline hydrolysis. The diacid could be directly polymerized with various aromatic diamines 4a-4e using triphenyl phosphite and pyridine as condensing agents to give five new aromatic poly(ether amide)s 5a-5e containing the kink non-coplanar heterocyclic units with inherent viscosities of 1.30-1.54 dL/g. The polymers were readily soluble in a variety of solvents such as N,N-dimethylformamide (DMF), N,N-dimethylacetamide (DMA), dimethylsulfoxide (DMSO), N-methyl-2-pyrrolidinone (NMP), and even in m-cresol and pyridine (Py). The transparent, flexible and tough films could be formed by solution casting. The glass transition temperatures T g were in the range of 286-317 ℃.

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Facile Synthesis of New Aromatic Polyamides Based on 1,2-Dihydro-2-(4-carboxylphenyl)-4-[4-(4-carboxylphenoxy)-3-methylphenyl]phthalazin-1-one

Cheng¹,

Ying

Yang

et al. 2005

Chin. J. Chem.

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Novel heterocyclic poly(arylene ether ketone)s: Synthesis and polymerization of 4‐(4′‐hydroxyaryl)(2H)phthalazin‐1‐ones with methyl groups

Cheng

Ying

Feng

et al. 2007

J. Polym. Sci. A Polym. Chem.

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Based on green chemistry, a simple and efficient direct synthesis of 4‐(4′‐hydroxyaryl)(2H)phthalazin‐1‐ones (2a–2f) was developed in a two‐step reaction, in which the Friedel–Crafts acylation reaction of six phenols with phthalic anhydride was initially carried out and then followed by cyclization with hydrazine hydrate in good to excellent yields with high regioselectivity. A number of novel heterocyclic poly(arylene ether ketone)s were prepared conveniently from several unsymmetrical, twist, and noncoplanar phthalazinone‐containing monomers (2a–2f) and an activated difluoro monomer via a NC coupling reaction. It was very interesting that the obtained monomers and polymers exhibited diverse properties with the variation of the number and location of the substituted methyl groups. All these polymers had a high molecular weight with Mn and ηinh in the range of 44,960–169,000 Da and 0.38–0.79 dL/g, respectively. Actually, the obtained polymers displayed excellent thermal properties with Tg's ranging from 222 to 248 °C and 5% weight loss temperatures in nitrogen higher than 430 °C. Moreover, these polymers were readily soluble in common organic solvents, such as N‐methyl‐2‐pyrrolidone, chloroform, pyridine, and m‐cresol, and could be cast into flexible and colorless or nearly colorless films by spin‐coating or casting processes. © 2006 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 1525–1535, 2007

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Chapter 6.2 Six-membered ring systems: Diazines and benzo derivatives

Groziak

2003

Progress in Heterocyclic Chemistry

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NMR studies on 1,2‐dihydro‐2‐(4‐aminophenyl)‐4‐[4‐(4‐aminophenoxy)‐4‐phenyl]‐(2H)phthalazin‐1‐one

Cited by 4 publications

References 10 publications

Facile Synthesis of New Aromatic Polyamides Based on 1,2-Dihydro-2-(4-carboxylphenyl)-4-[4-(4-carboxylphenoxy)-3-methylphenyl]phthalazin-1-one

Facile Synthesis of New Aromatic Polyamides Based on 1,2-Dihydro-2-(4-carboxylphenyl)-4-[4-(4-carboxylphenoxy)-3-methylphenyl]phthalazin-1-one

Novel heterocyclic poly(arylene ether ketone)s: Synthesis and polymerization of 4‐(4′‐hydroxyaryl)(2H)phthalazin‐1‐ones with methyl groups

Chapter 6.2 Six-membered ring systems: Diazines and benzo derivatives

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