SU504803A1 - Polyoxoarenes as the basis of fiberglass and method for their production - Google Patents

Description

This invention relates to new heterocyclic high molecular compounds of the general formula NH, where R is CH -; -ABOUT-; -S-; /. These compounds, in combination with aromatic diamines, can be used as a binder for the production of heat-resistant glass plastics. The purpose of the invention is the synthesis of new compounds that can be used as the basis of binders, adhesives and other polymeric materials. The preparation of these compounds is carried out by acylation of aromatic polycyclic compounds such as fluorene, dibenzfuran, carbazole, dibenzothiophene with trimellitic acid trichlorohydride when heated in an inert solvent as nitrobenzene or symmetric tetrachloroethane. The synthesis time is 3-3.5 hours; yield 90-95%. The polymers do not melt in the capillary up to decomposition temperatures, dissolve in acetone, dimethyl sulfoxide, concentrated sulfuric acid, partly in dimethylformamide. They are powders that can be pressed well into tablets at room temperature. Diamines are crosslinked to form a rigid, self-extinguishing polymer, losing 10% in weight when heated at a rate of 8 ° C / min to 470 ° C. Fiberglass based on the proposed polymer has a flexural strength of 500 kg / cm2 at 20 ° C and 2100 kg / cm after 100 hours of aging in air at 300 ° C. Example 1. 0.7126 g (0.0027 mol) of trimellitic acid trichloride and 0.4458 g (0.0027 mol) of fluorene are dissolved in 4.8 or nitrobenzene (20% solution) in a four-necked flask equipped with a mechanical stirrer Mercury valve, reflux condenser, thermometer and capillary for inert gas injection. 1.0733 g of anhydrous aluminum chloride was quickly added. The reaction mixture was stirred at 20 ° C for 1.5 hours, while raising the temperature from 35 to

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85 ° С 0.5 hour, at 83 ° С 1 hour (3 hours in total). The amount of hydrogen chloride released is determined by titration of absorbing water samples. The degree of completion of the reaction for the release of HC1 is 105%.

The dark green reaction complex is destroyed with a mixture of HC1 and water (1: 1). The mixture is washed with hot water until neutral and the nitrobenzene is distilled off with water vapor in a water jet pump vacuum. The residue in the flask after distillation is filtered off, washed with water until a negative reaction to chlorine, dried to constant weight at 100 ° C in a vacuum drying oven.

The polymer yield 80.5%.

The polymer is a powder, does not melt in the capillary up to 450 ° C, and is rubbed at this temperature at 10%.

The reduced viscosity of a 0.5% polymer solution in concentrated sulfuric acid is 0.494 dl / g, 0.1 dl / g. It is pressed into a tablet with a thickness of 1 mm and a diameter of 20 mm from polymer powder at a pressure of 2500 kg / cm and a temperature of 25 ° C. With a load of 12 kg / cm, a 50% strain is observed at 260 ° C along a thermomechanical curve. The specific volume resistance of 2.1-101 ohm-cm; the dielectric loss tangent is 0.012.

Example 2. In a four-necked flask equipped with a mechanical mixer with a mercury gate, a reflux condenser, a thermometer and a capillary to inert the inert gas (nitrogen), 0.9124 g (0.0034 mol) of trimellitic acid trichloride and 0.6705 g ( 0,0034 mol) of fluorene in 4.6 ml of symmetric tetrachloroethane (20% solution). 1.3743 g (0.0103 mol) of anhydrous aluminum chloride is added quickly. The reaction mixture was stirred at 20 ° C for 2 hours, while the temperature was rising from 20 to 88 ° C for 0.5 hour and at 88 ° C for 1 hour (3.5 hours in total). The degree of completion of the reaction for the release of HC1 is 103%.

The polymer is isolated according to Example 1.

The polymer yield 94,4%. The polymer contains traces of chlorine. The reduced viscosity in concentrated sulfuric acid is 0.4 dl / g, 0.1 dl / g.

The polymer is a powder that does not melt at 450 ° C. Soluble in acetone, in dimethyl sulfoxide, concentrated

sulfuric acid, partly in DMF. At a pressure of 2500 kg / cm, it is pressed into tablets.

Specific volume resistance 1,210-ohm-cm. 0.1935 g of the polymer is thoroughly triturated in an agate mortar with 0.0517 g of benzidine. A tablet is pressed at 20 ° C and a pressure of 2400 kg / cm, maintained at a pressure of 20 kg / cm at 200 ° C for 0.5 hour and at 250 ° C for 2 hours. Get well fused tablet with a diameter of 20 mm and a thickness of 0.8 mm The diamine crosslinked polymer loses 10% of its weight by air, according to TGA at 470 ° C.

Claims (3)

Claims 1. Polyoxoarenes of the general formula where R is CH2 -ABOUT-; -S-; NH; / as the basis of fiberglass. 2. A method of producing compounds according to claim 1, characterized in that aromatic polycyclic compounds such as fluorene, dibenzfuran, carbazole, dibenzothiophene are acylated with trimellitic acid trichloride when heated in an inert solvent. 3. The method according to claim 2, characterized in that the process is carried out in an environment of nitrobenzene or symmetric tetrachloroethane.