The Preparation and Properties of the Condensed Polynuclear Aromatic (COPNA) Resins Using an Aromatic Aldehyde as Crosslinking Agent

Ota, Michiya; Ōtani, Sugio; Kobayashi, Kiyoshi

doi:10.1246/cl.1989.1175

Cited by 17 publications

(11 citation statements)

References 3 publications

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“…In addition, the phenyl groups in these allyl compounds can improve the thermostability of the copolymer matrix. An allyl condensed polynuclear aromatic (ACOPNA) resin exhibits excellent heat and wear resistance [24] and is often used to produce low-friction materials [25]. Therefore, a combination of this ACOPNA resin (α-naphthalene as monomer) and maleimide chemistry is expected to generate a new material possessing the best attributes of each component, which results in increased toughness without significantly reducing the thermostability of the copolymer.…”

Section: Introductionmentioning

confidence: 99%

Effects of organo-modified montmorillonite on the tribology performance of bismaleimide-based nanocomposites

Zhang

Yue

et al. 2015

Materials & Design

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Section: Introductionmentioning

confidence: 99%

Effects of organo-modified montmorillonite on the tribology performance of bismaleimide-based nanocomposites

Zhang

Yue

et al. 2015

Materials & Design

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“…[6] Eosin Y and Fukuzumi catalysts are conventional photoredox catalysts used in synthetic organic chemistry both in the academia as well as in the industry. [8] The applications of triarylmethanes in various fields are broadly summarized in Figure 1. [8] The applications of triarylmethanes in various fields are broadly summarized in Figure 1.…”

Section: Scope Of the Current Review: Triarylmethanes And Conformatiomentioning

confidence: 99%

“…Using cobalt octacarbonyl mediated radical coupling of suitably substituted aryl iodides symmetrical benzophenones were synthesized which was further cyclized to the xanthone derivative (9). [59] Starting from compound (9), Oregon Green (7), Pennsylvania Green (8) and their derivatives were synthesized through a protection, Grignard reaction, deprotection and hydrolysis sequence (Scheme 31).…”

Section: Fluorescein Derivativesmentioning

confidence: 99%

“…When Pennsylvania Green molecule (8) and Oregon Green molecule (7) linked to O6-benzylguanine were treated with Chinese hamster ovary cells expressing O6-alkylguanine-DNA alkyltransferase fusion proteins (8) was found to exhibit clear labeling of plasma membrane compared to analogous (7)-derived molecular probes proving it to possess better cellular permeability compared to (7). [59] Towards development of fluorescent probes with effective tissue permittivity Koide and Hukreide et al developed new fluorescein derivatives Pittsburgh green (11b) and Pittsburgh yellow green (11c).…”

Section: Development Of Novel Bioconjugates and Novel Dye Moleculesmentioning

confidence: 99%

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Conformationally Restricted Triarylmethanes: Synthesis, Photophysical Studies, and Applications

2018

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Triarylmethanes, compounds in which the central carbon atom is attached to three aryl rings, have a wide variety of photophysical properties which are utilized in the dye industry and also in the development of novel fluorescent tags and biomarkers. The aryl rings attached to the central carbon atom of the parent molecule triphenylmethane can freely rotate. Bridging the aryl rings of triarylmethanes with heteroatoms or through bonds decreases the conformational flexibility enjoyed by the parent molecules. Conformationally restricted triarylmethane (CRT) molecules like 9‐arylxanthenes (oxygen bridging), 9‐arythioxanthenes (sulfur bridging), 9,10‐dihydro,9‐arylacridines (nitrogen bridging), and 9‐arylfluorenes (bridging through C–C bond) have decreased conformational flexibility and display amphihydric behavior which results in benzenoid structure and quinoid structure of these molecules. The quinoid form of these molecules displays very rich photophysical properties which are the subject of this review. These molecules also have widespread utility, and over the last decade, a number of studies have been focused on the synthesis, photophysical properties, and applications of molecules derived from this core structure. Through this review, we intend to give the readers an outlook on the different strategies employed to synthesize these molecules and also provide a broader perspective on the various intriguing properties of these molecules. The applications of these classes of molecules in diverse fields like photocatalysis, chemical biology, pharmaceutical chemistry, and bio‐imaging are discussed. Also, the areas that need to be further developed are highlighted, which may provide a further impetus in the development of this class of molecules.

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“…have ever made the chemistry to synthesise the condensed polynuclear aromatic (COPNA) resin in 1989 using monomeric polyaromatic hydrocarbon via a polymerization reaction [4][5] . They found that COPNA resin can be used for preparation of friction materials, lubrication materials and carbon fiber owning to its excellent property of selflubrication, high heat-resistance and the endophilicity to the carbon materials [6][7][8] .…”

Section: Introductionmentioning

confidence: 99%

Preparations and Tribological Properties of COPNA Copolymer Materials

Zhang

Yue

Qin

et al. 2015

Procedia Engineering

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The cured condensed polynuclear aromatic (COPNA) resin has excellent thermal stability and self-lubricating property which is popular for friction materials. However the cured resin has brittleness and poorly molding process due to its high cross-linking density. In this paper, the allyl-COPNA-BMI copolymer resin is prepared via a solution polymerization method, its structure, and its mechanical and tribological properties are investigated with FT-IR, SEM, TGA techniques. The copolymer anti-friction and anti-wear behaviors are tuned by varying the N,N'-4,4'-diphenylmethane-bismaleimide(BMI) monomer loading. The mechanical properties of the copolymer is the best when the BMI loading is 20 wt% upon these results. The tensile and impact strength of the copolymer/BMI 20 wt% is 12 MPa and 13.9 MPa, respectively. The lowest friction coefficient of copolymer/BMI 30wt% is 0.27, and its abrasion rate is 0.601510 -6 mm 3 /Nm. The initial thermal decomposition temperature of the copolymer/BMI 40wt% is 400 o C and 46.5 wt% of char residue ratio at 642 o C. The copolymer resins exhibit good thermal stability, abrasive resistance and mechanical properties compared to the pure COPNA.

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The Preparation and Properties of the Condensed Polynuclear Aromatic (COPNA) Resins Using an Aromatic Aldehyde as Crosslinking Agent

Cited by 17 publications

References 3 publications

Effects of organo-modified montmorillonite on the tribology performance of bismaleimide-based nanocomposites

Effects of organo-modified montmorillonite on the tribology performance of bismaleimide-based nanocomposites

Conformationally Restricted Triarylmethanes: Synthesis, Photophysical Studies, and Applications

Preparations and Tribological Properties of COPNA Copolymer Materials

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