SU513033A1 - - (2 ", 3" -Epoxypropyloxyphenyl) -4,5 epoxyhexahydrophthalimides, as monomers for the production of heat-resistant polymeric materials - Google Patents

Description

adhesives and other plastics, compounds, materials. K - (2, 3-Epoxypropvloxphenyl) -, -epoxyhexahydrophthalimides are obtained by epoxidation of gliidyl aryl CoO X -v-C. s with / rik nX / L CECHj-CH-CHj, g

With A 3VOCH, CH-CH

, “CL

I

TO

Example. N - n- {2,3-Ep (Zhcipropyl) -oxyphenyl-4,5-epo «sigexhydrophthalate.

To a suspension of 109 g (1 mol) of l-amiophenol in 200 ml of xylene in a nitrogen atmosphere at EO-UO C for 10-30 minutes, a warming solution of 152 g (1 mol) of ttrahydrophthalic anhydride in 200 ml of xylene is observed, the temperature rising to 120 -13 ° C; distilled water from the Dean-Stark nozzle; gradually, the temperature of the reaction mass to 145-150 ° C; xylene is removed to a theoretical amount of the reaction water; the temperature of the reaction mass is up to 170 -180 ° C, and incubated for 1-1.5 hours at 170-18 O "U / 50 mm Hg After recrystallization from a mixture of isopropyl alcohol - water, P-oxyphenyl-1, 2,3,6-tetrahydrophthalimide is obtained - a white to light gray crystalline powder, mp. 168-170 41; yield 95%, hydroxyl number 7.12-7.17 (theoretically 7.0), acid number O.

Found %: C 69.03; And 5.42; N 5.77. C.

B1.1, number.%: C69,03; H 5.35; N 5.76.

231 g of the obtained crystalline imidophenal are dissolved in 900 g of epichlorohydrin, with VO-EO C and vigorous stirring for 4 hours, 40 g of solid caustic soda are added in portions, and 1 hour is mixed.

cooled to room temperature, separating the salts, removing the apichlorohydrin and drying for 1 hour at 120 ° C / 5 ° -100 mm Hg.

The synthesized product is dissolved in 1 l of benzene, 25 g of crystalline sodium acetate are added and, at 30-35 for 0.5-1.0 hours, 230 g of 40 s aqueous aqueous solution of peracetic acid are added dropwise, and the mixture is kept for 4 hours at 30 35 ° C, settle, separate the aqueous layer, wash the benzene layer with a 15% solution of sodium carbonate and distilled water until neutral and without peroxide compounds.

Epoxyimide after distillation of benzene and drying in a vacuum oven at 120 ° C / 1015 mm Hg poured into the form and get a solid at room temperature resin with an epoxy number of 2O, containing 1.2% organic chlorine.

Note 2. N-p-12, 3 -Zyoxypropyl) -oxyphenyl -2-methyl-4,5-epoxyhexahydrophthalimide.

Under the conditions of Example 1, 1 mol (109 g) P-eminophenol and 1 mol (166 g) of Oi-methyltetra-diarofgalevic anhydride are obtained with EPOXIMID, t.s. on the ring and the ball 40-45 ° C, with an ess sosny number of 2O, containing 1, O-1.3% organic chlorine, 0.5% volatile and not containing chlorine ion.

PRI me R 3. N-JM- (2, 3 - poxy. Propyloxy) -phenyl1-2-methyl-4,5-epoxy-

Ij

Claims (1)

hexahydrophthalimide. Extracts of anti-phenolysac SO-BSD-ink aqueous solutions of the supernatholes, which, in turn, are formed during the condensation of aminophenols with anhydrides of non-limiting hydroaromatic acids and basic acids. The reaction proceeds according to the following scheme: OCHfCH-cH, FH g Analogously to Example 1 per 1m (10b g -aminophenopa 1 mol {166 g) 2-methyltetrahydrophthalic anhydride, an epoxide with an epoxy number of 19.3, containing 1.8% organic chlorine. PRI me R 4. 1OO. In the case of yes, prepared in Example 2, it was heated to 6 ° -8 ° C, 45.5 parts by weight was added. molten maleic alcohol, thoroughly mixed, poured into metal molds and cured for 6 hours at 1OQOC, 2 hours at 12 °, 140, 160 and 18OOC and 12 hours at 200 ° C. Heat resistance and hardening polymers according to Martens, flexural strength of 750 kgf / cm, temperature of onset of destruction is 265 ° С,. PRI me R 5. 100 weight.h. By epoxies of yes obtained in Example 2, they are heated to 50-60 ° C, 77.2 parts by weight, 2-methyltetrahydrophthalic anhydride are added with vigorous stirring, the composition is washed down in metal forms and cured according to the mode indicated in Example 4. The hardenability of the Marx fx hardened fox is 175, the flexural strength is 650 kgf / cm, the temperature of the onset of degradation. For example, 100 parts by weight of the epoxy obtained in Example 3 are added to 7O-AOOC, 45.1 parts by weight are added. maleium anhydride, carefully stir; sew, pour the composition into metallic fi and hardened in accordance with the same mode as in example 4. j Heat resistance of hardened Martens 165 ° C polymers, flexural strength of 650 kgf / cm, temperature; 260 ° C start of destruction. Invention formula K - (2, 3-Epoxypropyloxyphenyl ) -4,5eppsjshexahydrophthalimides of the general formula. OCH, C "-D" where K, K-halide, alkyl or hydrogen, as monomers, to obtain heat-resistant polymeric materials.