SU702021A1 - 3,4-epoxyhexaxydrobenzyl-(4,5-epoxyhexahydro-n-phthalimido)-benzolate as monomer for synthesis of heat-resistant polymers - Google Patents

Description

702021 fcOO where R e rf; Stages ensure that all yields of intermediate and target (at least 90%) products are achieved. For example, 3,4-epoxyhexahydrobenzyl- (4,5-epoxyhexahydro-N-phthalimido) benzoic. 152 g (1 mol) of tetrahydrophthalic anhydride are added to a suspension of 137 g (1 mol) of p-aminobenzoic acid in 300 ML of acetone, the reaction mixture is boiled for 1 h. After the distillation of acetone under atmospheric pressure, the reaction mass is reduced to 200 ° C for 1 hour and then, for complete removal of water, under vacuum at a pressure of 2-5 mm Hg. St at the same temperature for 2 hours. Obtain 260 g (96%) of an imidro-acid melt with an acid number of 211 (calculated for H NO - 206.6 mgQoy / g, 203 g (0.75 mol) of imidoacid, 202 g ( 1.8 mol) tetrahydrobenzyl alcohol, 1.5 p-toluenesulfonic acid and 300 ml of toluene are heated at the boil with simultaneous distillation of the reaction water.After distilling off the calculated amount of water, the temperature of the reaction mass is raised to and kept in vacuum at 5-10 mm Hg. Art. for 2 h, the Arrangement of 260 g (95%) of the imidoester. The structure and composition is confirmed by the data of the elementary Lisa., ya1adenO,%: C 71.5; A 6.40; N 3.88. Calculated,%: C 72.32; L 6.34; N 3.83. 292 (0.8 mol) obtained The product is dissolved in 1200 ml of chloroform, 30 g of Taija sodium crystal is added and 35 to 410 o in 1 hour is added to a slag g (1.9 mol) of 47% acid for acetic acid. temperature for an additional 4 hours. During this time, the calculated amount of the excess amount is required. The organic layer is separated, passing 15% solution of soda and water until neutral and no peroxide compounds are present. The chlorofor is distilled off and, after drying in vacuum, 286 g (90%) of a light yellow resin are obtained with epoxy pears of 20.3%. ycoo-CHjQj QE O O. calculated 21.65%. Found,%: C 65.72; fH 5.77; 3.48. Mol weight. 38.8. N06 Calculated,%: C, 66.44; A 5.84; N 3.52. Mol weight. 397.4. Example 2. 3,4-epoxyhexahydrobenzyl- (4-methyl-4, 5-epoxyhexahydro-N-phthalimido) benzoate. - Under the conditions of example 1, out of 55 g (0.4 mol) of otaminobenzoic acid in 150 ml of acetone, 67 g (0.4 mol) of 3 (4) -methyl tetrahydrophthalic anhydride, 90 g (0.8 mol) of tetrahydrobenzyl alcohol, 160 g - (0.96 mol) of 45% peracetic acid and 16 g of sodium acetate after similar treatment receive 151 g (92%) of diepoxydimide with an epoxy content of 19.2%. Calculated 20.90%. Found: C 67.65; H 6.26; N 3.59. Mol weight. 398 CuaHjsNOfe Calculated,%: C 67.13; H 6.12; N 3.40. Mol weight. 411.5. The structure of the compounds obtained in examples 1 and 2 (except for the functional and elemental analysis of intermediate products and the diepoxides themselves) was confirmed by analyzing their IR spectra. The IR spectra of the synthesized compounds showed frequencies in the region of 830–820 cm characteristic of the epoxy group at the cyclohexane ring , at 1730, indicating the presence of a carbonyl group in the ether group and, finally, simultaneously present double stripes in the 17901720 cM and 1420-1370 regions convincingly confirms the presence in the molecule of imide gram ppirovki. Froze 100 V, ec. The epoxyimide prepared according to Example 2 is heated; up to 60-80 ° C: 43.8 parts by weight is added. molten maleic anhydride, mix thoroughly. The prepared composition is poured i into metal forms and cured according to the mode: 120 ° C - 2 h, - 2 h, 180 C - 2 h, 200-C - 10 h. The properties of the cured polymer are given in Table 1.

7020216

Table 1

170-185 180-185

260

7.1 6.9

,

58.3 57.3

Example 4. 100 weight.h. epoxyimide obtained according to example 2, 43,8 weight.h. maleic anhydride is dissolved in 90-100 parts by weight. acetone / T-10-80 glass cloth is impregnated with prepared solution. Impregnated glass cloth is dried from the solvent at room temperature in te170-180

265,230

900-1000 & 00-1000

700-900

9.3 63

24 hours. Dried sheets of glass fiber are placed in a bag and pressed according to the mode: 150 ° C - 6 hours, 180 ° C - 2 hours, 2OOC - 6 hours, -5 hours at a specific pressure of 1 kg / cm.

Properties of fiberglass are given in table. 2

Claims (1)

Table 2 770202 ....... At m e p 5. 100 weight.h. The epbxyimide prepared in Example 1 is heated to 60-80 ° C, 45.2 parts by weight is added. maleic anhydride, mix thoroughly curing under the conditions of Example 3..5 As can be seen from the data presented, glass plastics based on new compounds have a higher retention rate of destructive stress during bending at temperatures of 10 (2.3 times) and 250 ° C ( 3 times), Formula of the invention, 4-epoxyhexahydrobenzyl- (4,5-epoxyhexahydro-H-phthalimido) -benzoate of the general formula. 1 where R: H CH as myp p and “polymers are heat-resistant” —Sources of information taken into account during the examination 1. USSR USSR Certificate of Application No. 2072519 / 23-04 Cl. 07 D 209/48, 1975