3,9-Di(4-(2,2-dicyanovinyl)phenyl)-2,4,8,10-tetraoxaspiro[5.5]-undecane (1) was given by terephthalaldehyde mono-acetal reacting with pentaerythritol under grinding. 3-(4-(2,2-Dicyanovinyl)- phenyl)-9-(4-formylphenyl)-2,4,8,10-tetraoxaspiro[5.5]undecane (3) was obtained through the hydrolysate of compound 1 reacting with malononitrile. The intermediate of 2,6,10-tris(4-oxo-cyclohexyl)-1,2,3,4,5,6, 7,8,9,10,11,12-dodecahydrotriphenylene (4) was prepared by the aromatization of 8-(4-oxocyclohexyl)-1,4- diox-aspiro[4.5]decane in the presence of SOCl2. The sprio third generation macromolecular dendrimer of 2,6,10-tris(4-hydroxy-3,3:5,5-bis((9-(4-(2,2-dicyanovinyl)phenyl)-2,4,8,10-tetraoxaspiro[5.5]-undec-3-yl)
phenylmethylenedi(oxymethyl))cyclohexyl)-1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrotriphenylene (6) was produced in the yield of 18.1% by the reaction of compound 3 with excessive compound 5. The effect pa-rameters were also discussed. The structures of intermediates and target product were determined by IR, 1H NMR and MS techniques.

Key words: pentaerythritol, 8-(4-oxocyclohexyl)-1,4-dioxaspiro[4.5]decane, phthalaldehyde, malononitrile, sprio third generation macromolecular dendrimer