新型树状化合物1,3,5-三{3-[2,4,8,10-四氧杂-9(3,5-二(2,6-二氧杂-4,4-二羟甲基环己基)苯基]螺[5.5]十一烷基}苯的制备  

Synthesis of 1,3,5-Tri{3-[2,4,8,10-tetra-oxa-9(3,5-di(2,6-dioxa-4,4-dihydroxymethy lcyclohexyl) phenyl] spiro[5.5] undecyl} benzene for Novel Dendrimer

作　　者：魏荣宝[1] 陈苏战[1] 梁娅[1] 刘秀明[1] 李洪波[1] 

机构地区：[1]天津理工大学生物技术与化工学院,天津300191

出　　处：《高等学校化学学报》2006年第1期82-84,共3页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:20472064);天津市自然科学基金(批准号:040884311)资助

摘　　要：Dendrimers are the subject of intense attention recently because of their anticipated potentialities and the peculiar structural properties.A novel synthetic route for the preparation of functionalized dendrons built on the 1,3,5-benzenetricarboxaldehyde core and endowed with a periphery of pentaerythritol groups has been developed.1,3,5-Tri（2,6-dioxa-4,4-dihydroxymethyl cyclohexyl） benzene（1） was synthesized by the condensation of 1,3,5-benzenetricarboxaldehyde with pentaerythritol in the presence of hot CHCl3 and p-methyl benzene sulfonic acid with 55% yield.By turning 1,3,5-benzenetricarboxaldehyde into its trioxime,it was protected to decrease the cross-linked reaction with compound 1 both including many groups.The reaction of compound 1 with 1,3,5-benzenetricarboxaldehyde trioxime and pentaerythritol afforded 1,3,5-tri{3-[2,4,8,10 -tetra-oxa-9(3,5-di（2,6-dioxa-4,4-dihydroxymethylcyclohexyl） phenyl]spiro\undecyl}benzene（2） by using I2 as the catalyst,and the yield was 25.2%.Product 2 and its intermediates were identified by IR,1H NMR,MS spectra and elemental analysis.Dendrimers are the subject of intense attention recently because of their anticipated potentialities and the peculiar structural properties. A novel synthetic route for the preparation of functionalized dendrons built on the 1,3,5-benzenetricarboxaldehyde core and endowed with a periphery of pentaerythritol groups has been developed. 1,3,5-Tri （2,6-dioxa-4,4-dihydroxymethyl cyclohexyl） benzene （ 1 ） was synthesized by the condensation of 1,3,5-benzenetricarboxaldehyde with pentaerythritol in the presence of hot CHCl3 and p-methyl benzene sulfonic acid with 55% yield. By turning 1,3,5-benzenetricarboxaldehyde into its trioxime, it was protected to decrease the cross-linked reaction with compound 1 both including many groups. The reaction of compound 1 with 1,3,5-benzenetricarboxaldehyde trioxime and pentaerythritol afforded 1,3,5-tri { 3- [ 2,4,8, 10 -tetra-oxa-9 （ 3,5-di （ 2,6-dioxa-4,4-dihydroxymethylcyclohexyl ） phenyl ] spiro [ 5.5 ] undecyl } benzene （ 2 ） by using 12 as the catalyst, and the yield was 25.2%. Product 2 and its intermediates were identified by IR, ^1H NMR, MS spectra and elemental analysis.

关 键 词：1 3 5-三甲苯 1 3 5-苯三甲醛 季戊四醇 树状化合物 

分 类 号：O621.25[理学—有机化学]