bis(oxiran-2-ylmethyl) cyclohexane-1,2-dicarboxylate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 27.0 g of 7,7,8,9,9-pentamethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione, 14.0 g of bis(2,3-epoxypropyl)1,2-cyclohexanedicarboxylate and 0.2 g of potassium hydroxide were reacted in 300 ml of methanol, following substantially the same procedure as in Example 1. The desired Compound No. 147 was obtained in the form of white crystals melting at 119°-122° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 27.0 g of 7,7,8,9,9-pentamethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione, 14.0 g of bis(2,3-epoxypropyl)1,2-cyclohexanedicarboxylate and 0.2 g of potassium hydroxide were reacted in 300 ml of methanol, following substantially the same procedure as in Example 1. The desired Compound No. 147 was obtained in the form of white crystals melting at 119°-122° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 0.1 equivalent of an acid polyester obtained from 11 mols of adipic acid and 10 mols of hexanediol (equivalent weight=1,080), 0.1 equivalent of a branched acid polyester obtained from 17 mols of succinic acid, 14 mols of butane-1,4-diol and 1 mol of glycerol (equivalent weight=1,460) and 0.2 equivalent of a hexahydrophthalic acid diglycidyl ester with an epoxide equivalent weight of 160 are warmed and mixed well. After adding 0.3%=0.9 g of 1-methylimidazole, the mixture is evacuated and poured into aluminium tubes. After heating to 140° for 16 hours, crystalline, crosslinked mouldings with the following characteristics are obtained:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 5 g of 4-butylamino-2,2,6,6-tetramethylpiperidine and 3 g of bis(2,3-epoxypropyl)1,2-cyclohexanedicarboxylate in 10 ml of t-butanol was refluxed, with stirring, for 8 hours. At the end of this time, the solvent was removed from the reaction mixture by evaporation under reduced pressure and the resulting residue was purified by column chromatography through silica gel eluted with a 20:1 by volume mixture of ethyl acetate and triethylamine. The desired compound was obtained in the form of a pale yellow, viscous oil having an Rf value of 0.53 on thin layer chromatography on silica gel developed with a 5:1 by volume mixture of ethyl acetate and triethylamine. was refluxed At the end of this time, the solvent was removed from the reaction mixture by evaporation under reduced pressure the resulting residue was purified by column chromatography through silica gel eluted with a 20:1 by volume mixture of ethyl acetate and triethylamine

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 11.0 g of 4-hydroxy-2,2,6,6-tetramethylpiperidine and 7.0 g of bis(2,3-epoxypropyl)1,2-cyclohexanedicarboxylate was heated, with stirring, at 170°-180° C. for 5 hours. After completion of the reaction, benzene was added to the reaction mixture and then the benzene solution was washed with water and dried over anhydrous potassium carbonate. The solvent was evaporated under reduced pressure from the benzene solution, leaving a residue, which was then purified by column chromatography through silica gel eluted with a 16:2:1:1 by volume mixture of ethyl acetate, benzene, ethanol and triethylamine, giving the desired Compound No. 90 as a vitreous solid. The Compound had an Rf value of 0.32 on thin-layer chromatography on silica gel developed with a 16:2:3:1 by volume mixture of ethyl acetate, benzene, ethanol and triethylamine. was heated was added to the reaction mixture the benzene solution was washed with water dried over anhydrous potassium carbonate The solvent was evaporated under reduced pressure from the benzene solution leaving a residue, which was then purified by column chromatography through silica gel eluted with a 16:2:1:1 by volume mixture of ethyl acetate, benzene, ethanol and triethylamine

Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4163 g of epichlorhydrin, 693 g of hexahydrophthalic acid anhydride and 105 g of distilled water were weighed into a 6-liter four-necked flask, equipped with a reflux condenser, gas inlet pipe and dropping funnel, and heated with stirring to 90°C. A gentle stream of nitrogen was passed over the reaction mixture. After 2.5 hours, 15 g of K2HPO4 (secondary o-potassium phosphate) were added and the mixture was kept for about another 4 hours at 90°C. Thereafter, the product had an acid number of 0. It was cooled to approximately 20°C, followed by the dropwise addition over a period of 1 to 2 hours of 882 g of 45% by weight of NaOH. The sump temperature should not exceed 30°C during the addition. A water jet vacuum was then applied, and water together with excess epichlorhydrin (substantially quantitative) was distilled off. After the sump temperature had reached 90°C and the vacuum settled at approximately 20 mm, the product was taken up with 1000 g of toluene and washed with water until salt-free. equipped with a reflux condenser, gas inlet pipe heated was kept for about another 4 hours at 90°C It was cooled to approximately 20°C The sump temperature should not exceed 30°C during the addition water together with excess epichlorhydrin (substantially quantitative) was distilled off had reached 90°C washed with water until salt-free

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 27.0 g of 7,7,8,9,9-pentamethyl-1,3,8-triazaspiro[4.5]decane-2,4-dione, 14.0 g of bis(2,3-epoxypropyl)1,2-cyclohexanedicarboxylate and 0.2 g of potassium hydroxide were reacted in 300 ml of methanol, following substantially the same procedure as in Example 1. The desired Compound No. 147 was obtained in the form of white crystals melting at 119°-122° C.