It has been shown that adamantane-containing diamines are highly reactive under conditions of single-stage high-temperature cyclization in a sulfolane–toluene mixture of solvents. Polyimides with the reduced viscosity of 1.3‒1.4 dL/g have been synthesized on their bases, the films of which have exhibited good thermal properties and low yellowness index (1.1‒1.2).

The hydrolytic stability of polyimide films (PI) in a 0.9% sodium chloride solution in the temperature range of existing biological objects was studied. The kinetic parameters of hydrolysis of PI films were calculated. It was established that the hydrolysis rate constant of an adamantane-containing film was significantly lower than that of an industrial Kapton film. The dielectric constant after hydrolysis was determined. It was shown that the dielectric properties of the adamantane-containing polymer remained unchanged under the hydrolysis conditions.

The regularities of the reduction of unsaturated nitriles containing the 2-adamantyl fragment with lithium aluminum hydride and nickel—aluminum alloy were studied. In both cases, the double bond and nitrile group were simultaneously reduced. The presence of bulky substituents in the substrate in the α-position to the adamantyl fragment and hydroxy groups significantly retards the process, and the 80–90

New (co)polyimides possessing good thermal and physicomechanical characteristics, high hydrolytic stability, and transparency at the best world level were synthesized. It was shown that, depending on the natures of diamine and dianhydride used in the synthesis, the optical properties of polymers also change. These properties of (co)polyimide films correlate with the ΔE value, which is defined as the difference between the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) energies of the polyimide repeating unit. It was shown that the use of 1,2-dichlorobenzene makes it possible to obtain high-molecular-weight (co)polyimides with a set of enhanced performance characteristics.

The Willgerodt–Kindler reaction of 1-(1-adamantyl)propan-2-one and its derivatives was studied by gas chromatography–mass spectrometry. The reaction time was found to be 3–4 times longer than in the case of alkyl aryl ketones due to considerable steric hindrances in the molecules of adamantyl ketones. The use of diglyme as solvent and sodium butyl xanthate as catalyst significantly shortened the reaction time and improved the yield to 92%.

Reduction of unsaturated adamantyl-containing nitriles with lithium aluminum hydride in 2-methyltetrahydrofuran was examined. It was found that under the synthesis conditions a simultaneous reduction of the double bond and the nitrile group successfully occurred. The presence of bulky substituents in the α-position to the adamantyl moiety of nitriles led to a significant increase in the synthesis duration. A satisfactory yield of the target compounds was achieved only by increasing the temperature and using a two-fold excess of lithium aluminum hydride.

FIELD: chemistry. SUBSTANCE: process of obtaining N-phenyl-adamantane-1-carboxamide derivatives is carried out by boiling adamantane-1-carboxylic acid with a primary amine in the presence of a catalyst. The primary amine is aniline or n-bromoaniline, boric acid as the catalyst, and the reaction is carried out in the o-xylene medium with a molar ratio of adamantane-1-carboxylic acid to the primary amine of 2:3. EFFECT: simplification of the process for the preparation of N-phenyladamantane-1-carboxamide while maintaining the yield of the product. 2 ex

Aminolysis of 8-chlorotheophylline with primary amines of adamantane family leads to new 8-[(adamant-1-yl)alkylamino]theophylline derivatives. Biological studies showed that one of the compounds obtained inhibited activity of recombinant HIV-1 reverse transcriptase in the concentration of 50 μmol L −1 .