RU2467031C1 - Tripticendiole-2,5 based polyhydroxyester - Google Patents

Abstract

FIELD: chemistry.

SUBSTANCE: claimed invention relates to tripticendiole-2,5-based polyhydroxyesters, which can be used as heat-resistant coatings. Said polyhydroxyesters represent compounds of formula:

, where n=60-180.

EFFECT: obtained polyhydroxyesters of said structure possess improved heat-resistance, are capable of forming coatings and are well-soluble in polar solvents.

1 tbl

Description

The invention relates to the field of macromolecular compounds, namely polyethers - polyhydroxyethers, which can be used as heat-resistant coatings.

Polyhydroxy esters based on various diphenols are known [Reinking N.H., Barnabeo A.E., Hale W.F. Polyhydroxyethers. I Effect of structure on properties of high molecular weight polymers from polihydric phenols and epichlorohydrin // Journal of appl. polymer. Sci. - 1963 - V.7. - pp. 2135-2144. Buller K.-U. Heat- and heat-resistant polymers. - M., 1984 - p.237-245].

However, they do not have sufficiently high values of heat resistance.

Polyarylates, polycarbonates with enhanced thermal characteristics based on trypticeniol-2.5 are also known.

[Mikitaev A.K., Serdyuk O.A., Pryadko V.N. Halogen derivatives of trypticentiol-2,5 as monomers for the production of polycondensation polymers. A.S. No. 01180367 09/23/1985

Mikitaev A.K., Korshak V.V., Gurdaliev Kh.Kh. et al. New polyarylates based on trypticeniol-2,5. DAN USSR, 1983, vol. 269, No. 1 - pp. 127-128.

Beriketov A.S., Pshinsheva T.A., Tsaloeva N.M. and others. The study of the patterns of destruction of copolycarbonates based on trypticeniol. Abstracts of the All-Union Scientific Conference "Polymers in Agriculture", Nalchik, 1985 - p. 92-93].

However, these polymers cannot be used as heat-resistant coatings due to high internal stresses.

Closest to the claimed technical solution is to obtain polyhydroxyesters of bisphenol A by precipitation polycondensation [Beev A.A., Beeva D.A., Zaikov G.E., Mikitaev A.K. Synthesis of polyhydroxyethers by sedimental polycondensation. J. jf the Balkan tribological Association. V.11, No. 2, 2005, p.280-284].

However, these polyhydroxyesters at high adhesion strengths do not have sufficient heat resistance.

The objective of the invention is to obtain polyhydroxyesters with improved thermal characteristics.

The problem is solved by obtaining new polyhydroxyesters based on trypticeniol-2,5 of the general formula

where n = 60-180,

the interaction of bisphenol - trypticeniol-2,5 and epichlorohydrin in equimolar ratios.

The synthesis of polyhydroxyether based on trypticeniol-2.5 is carried out in a cylindrical three-necked flask equipped with a reflux condenser, an electric stirrer and a tap for introducing substances. The reaction is carried out in a water-isopropanol medium with a volume ratio of water: isopropyl alcohol 1: 1 at a concentration of the starting materials of 0.5 mol / L in the presence of alkali, 1.15 mol of sodium hydroxide. The synthesis of polyhydroxyether based on trypticeniol-2.5 proceeds according to the scheme:

In an alkaline medium, trypticentiol-2,5 goes into its non-reactive quinoid structure. To prevent this phenomenon, sodium hydroxide in the form of an aqueous solution is introduced into the reaction mixture quickly at a temperature of 65 ° C.

3.55397 g (0.5 mol / l) of trypticidiol-2.5, 0.98 ml (0.5 mol / l) of epichlorohydrin, 12.5 ml of isopropanol are placed in a reaction vessel and the mixture is heated to a temperature of 60- 65 ° C and a solution of 0.52 g (1.15 mol / l) sodium hydroxide in 12.5 ml of distilled water is quickly added, which is considered the beginning of the reaction. After 4 hours, the polymer precipitates in the form of a lilac-colored elastic mass. The obtained polyhydroxyether is washed with water, dissolved in dimethylformamide and precipitated into water in the form of large flakes of a lilac color. The resulting polymer has a reduced viscosity of 0.22-0.46 dl / g, good solubility in polar organic solvents.

Table 1 below shows the main properties of the obtained polyhydroxyether.

Table 1 Comparative characteristic of the known polyhydroxyether bisphenol A and the new - based on trypticeniol-2,5 Polymer Properties Bisphenol A Polyhydroxyether Trypticenediol-2,5 polyhydroxyether Molecular mass, thousand 45-100 20-35 Density, g / cm ³ 1.19 1,075 Thermogravimetric analysis, ° C 5% weight loss 360 520 10% weight loss 410 560

The technical result of the invention is to obtain a previously unknown polyhydroxyether based on trypticeniol-2.5, which has an increased value of heat resistance (40-45%). The synthesized polyhydroxy esters are readily soluble in polar solvents and are capable of forming coatings.

Claims (1)

Trypticeniol-2,5 polyhydroxyether formula

where n = 60-180.