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Phenylethynyl containing imide-silanes were prepared from aminoalkyl and aminoaryl alkoxy silanes and 4-phenyletbynylphthalic anhydride in toluene to form the imide in one step or in N-methyl-2-pyrrolidinone (NMP) to form the amide acid intermediate. Controlled molecular weight pendent phenylethynyl amide acid oligomers terminated with aminoaryl alkoxy silanes were prepared in NMP from aromatic dianhydrides, aromatic diamines, diamines containing pendent phenylethynyl groups and aminoaryl alkoxy silanes. The phenylethynyl containing imide-silanes and controlled molecular weight pendent phenylethynyl amide acid oligomers terminated with aminoaryl alkoxy silanes were used to improve the adhesion between phenylethynyl containing imide adhesives and inorganic substrates (i.e. metal). Hydrolysis of the alkoxy silane moiety formed a silanol functionality which reacted with the metal surface to form a metal-oxygen-silicon (oxane) bond under the appropriate reaction conditions. Upon thermal cure, the phenylethynyl group of the coupling agent reacts with the phenylethynyl functionality of phenylethynyl containing imide adhesives and becomes chemically bonded to the matrix. The resultant adhesive bond is more durable (i.e. hot-wet environmental resistance) than adhesive bonds made without the use of the coupling agent due to covalent bond formation between the phenylethynyl containing imide-silane coupling agent or the controlled molecular weight pendent phenylethynyl amide acid oligomers terminated with aminoaryl alkoxy silanes and both the metal substrate and phenylethynyl containing imide adhesives.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2910O – PubChem

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A formal [4+2] cycloaddition of alpha,alpha?-dichloro-ortho-xylenes with various alkynes has been developed using a low-valent cobalt catalyst. The transformation has a wide substrate scope and high functional-group tolerance and led to 1,4-dihydronaphthalenes. The formed cycloadducts were easily aromatized with MnO2 under air. A mechanistic investigation suggests that the transformation proceeds through a benzyl cobaltation of alkyne, not the classical Diels-Alder reaction of ortho-quinodimethanes. This methodology provides a straightforward and streamlined access to linearly expanded pi-conjugated aromatics. Simple, but powerful: The title reaction leads to 1,4-dihydronaphthalenes with a wide substrate scope and high functional-group tolerance. Mechanistic investigation supports a benzyl cobaltation of alkyne, not the classical Diels-Alder reaction of ortho-quinodimethanes. This methodology provides a straightforward access to linearly expanded pi-conjugated aromatics.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2942O – PubChem

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An object of the present invention is to reduce or eliminate a defect (e.g., a void) by achieving (i) a semipreg and a prepreg each of which allows a reduction in residual volatile component and (ii) methods for producing the semipreg and the prepreg, respectively, and consequently to achieve (iii) a fiber-reinforced composite material which has high heat resistance and superior mechanical strength and a (iv) a method for producing the fiber-reinforced composite material. The present invention attains the above object by providing, for example, a semipreg containing: powders of an imide oligomer; and reinforcement fibers, the imide oligomer being represented by a specific general formula (1).

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2906O – PubChem

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Provided is a varnish including 1 to 500 parts by weight of an aromatic tetracarboxylic acid diester (A) represented by General Formula (1), 1 to 450 parts by weight of 2-phenyl-4,4?-diaminodiphenyl ether (B), 1 to 100 parts by weight of a 4-(2-phenylethynyl)phthalic acid monoester (C) represented by General Formula (2), and 100 parts by weight of an organic solvent having a boiling point of 150 C. or less at 1 atmosphere or a mixture of two or more of the organic solvents (D). The components (A), (B), and (C) are dissolved in the varnish.(In the formula, R1 is an aromatic tetracarboxylic acid diester residue; R2 and R3 are the same or different and are an aliphatic organic group or an aromatic organic group.)(In the formula, R4 and R5 are a hydrogen atom, an aliphatic organic group, or an aromatic organic group.)

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2911O – PubChem

More research is needed about 4,5-Difluorophthalic Anhydride

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The synthesis and characterization of phenylethynyl (PE) end-capped polyimides derived from 4,4?-(2,2,2-trifluoro-1-phenylethylidene) diphthalic anhydride (3FDA), 4,4?-(hexafluoroisopropylidene) diphthalic anhydride (6FDA), and 3,3?,4,4?-biphenylene dianhydride (s-BPDA) are described in this paper, with particular emphasis on the glass transition temperatures and viscosities. The phenylethynyl end-capped 3FDA- and 6FDA-containing oligomides demonstrate much lower minimum complex melt viscosities than s-BPDA-containing oligomides. The PE-3F and PE-6F oligomers also show greater viscosity stability at elevated temperature (310C) than s-BPDA oligomides. The lower viscosities can be explained by the presence of the bulky groups CF3 and phenyl on 3FDA and 6FDA relative to the planar configuration of the s-BPDA dianhydride. The greater viscosity stability of the PE-3F and PE-6F oligomers over the s-BPDA oligomers at 310C may be explained by the decreased electron density and hence lower reactivity of the ethynyl group in the PE-3F and PE-6F oligomers due to the influence of fluorine in the polymer chain.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2964O – PubChem

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The practical problems of insufficient mechanical strength, poor processability, tedious synthesis and flammability facing shape memory polymers have limited their further usage in industrial fields, especially in construction and aerospace. A novel and very simple method of ternary polymerization is presented here to prepare multi-functional copolyesters from general poly(ethylene terephthalate) (PET) through the new well-designed third monomer that features pendent phenylacetylene-phenylimide units. The pi-pi stacking between phenylacetylene groups as a reversible net-point not only endows the copolyesters with good shape memory and self-healability, but also reinforces the interchain interaction, leading to high tensile strength (79.6-89.6 MPa). Interestingly enough, the phenylacetylene can synergistically crosslink with the unsaturated CN group generated from the phenylimide during burning, resulting in excellent flame retardancy. Thermoplastic smart copolyesters can be designed into fire alarms and can also be used for 3D printing. The printed geometries exhibit good shape memory behaviors, which could be deformed into a small size to save space during transportation/storage and allow manufacturing freedom for space applications.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2921O – PubChem

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The invention provides an aryl ethynyl phthalic acid and derivatives thereof (including fluorine-containing compounds) represented by Formulae 1, 3, 5, 4A and 5A including the structure of Formula 2, and method of producing these compounds, in which an aryl ethynyl phthalic anhydride is formed by subjecting an aryl phthalic acid to ring closing:

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2913O – PubChem

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As part of an ongoing effort to develop multi-functional advanced composites, blends of PETI-330 and multi-walled carbon nanotubes (MWNTs) were prepared and characterized. Dry mixing techniques were employed and the maximum loading level of the MWNT chosen was based primarily on its effect on melt viscosity. The PETI-330/MWNT mixtures were prepared at concentrations ranging from 3 to 25 wt%. The resulting powders were characterized for homogeneity, thermal and rheological properties and extrudability as continuous fibers. Based on the characterization results, samples containing 10, 15 and 20 wt% MWNTs were chosen for more comprehensive evaluation. Samples were also prepared using in situ polymerization and solution mixing techniques and their properties were compared with the ball-mill prepared samples. The significance of this research is that high loading levels of MWCNTs were added to a high temperature matrix without affecting the processing characteristics of the resin. The preparation and characterization of PETI-330/MWNT nanocomposites are discussed herein.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2927O – PubChem

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We fabricated three crosslinked porphyrin-based polyimides (PPBPI-CRs) from PEPHQDA, TAPP and three terminal anhydrides (PA, PEPA and PENA) via alkynyl groups crosslinking reactions. PPBPI-CRs had permanent porosities and revealed outstanding thermal stabilities. Affected by pi-stacking and molecular sizes effect, with increasing conjugate and molecular sizes effect in different terminal anhydrides, porphyrin-based polyimides (PPBPIs) revealed decreased specific surface areas (106.8?8.3 m2 g?1), whereas, PPBPI-CRs showed increased BET surface areas (1.8?633 m2 g?1). Meanwhile, PPBPI-CRs had considerable CO2 uptakes (1.37, 2.01 and 2.37 mmol g?1) and isosteric heats of CO2 adsorption (34.8, 27.5 and 22.6 kJ mol?1). The PPBPI-CRs had CO2/N2 (39.83, 36.95, 40.08) and CO2/CH4 (14.13, 9.78, 10.87) separation selectivities.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2963O – PubChem

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To improve the processability and thermal stability of polyimide, a series of novel phenylethynyl-endcapped oligoimides (PEPA-oligoimides) with calculated molecular weights (MnC) were successfully prepared from thermal imidization of 4,4?-(9-fluorenylidene) dianiline (BAFL) as fluorenyl diamine, 4,4?-oxy-diphthalic anhydride (ODPA) as aromatic dianhydride and 4-phenylethynylphthalic anhydride (4-PEPA) acted as reactive end-capping reagent at elevated temperatures. Experiment results indicated that the oligoimides were the mixtures of PEPA-endcapped oligomers with different degrees of polymerization characterized by MALDI-TOF mass spectra. The influence of chemical structures on the melt processabilities of the oligoimides, the thermal, dielectric and mechanical properties of the thermoset resins was studied. The typical oligoimide resin owned minimum melt viscosity of 0.2 Pa·s at around 310 C and wide melting processing window, suitable for resin transfer molding (RTM). Besides, its corresponding thermal-cured polyimide resin possessed glass transition temperature (Tg) as high as 514 C. The dielectric constants of polyimide resins decreased from 3.15 to 2.80 by reducing the MnC. The mechanical properties of the polyimide neat resins were improved gradually with increasing MnC. Finally, the carbon fiber/polyimide (Cf/PI) composite laminates showed excellent mechanical strength retention rate at 350 C, might be long-term served at extremely high temperature in aerospace and aviation field.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2922O – PubChem