Health & Environmental Research Online (HERO)


Print Feedback Export to File
3230214 
Journal Article 
Macrocyclic tetraimines: Synthesis and reversible uptake of diethyl phthalate by a porous macrocycle 
Sanna, E; Escudero-Adán, EC; López, C; Ballester, P; Rotger, C; Costa, A 
2016 
Yes 
Journal of Organic Chemistry
ISSN: 0022-3263
EISSN: 1520-6904 
81 
12 
5173-5180 
English 
is supplemented by 3479713 - Supplementary material
The imine bond has attracted much attention for the synthesis of macrocycles used to construct porous materials. In the present article, we report on the synthesis of two series of isomeric macrocyclic tetraimines based on bis-alkynylbenzene diamines. Under heterogeneous solid-liquid conditions the condensation of the diamines with isophthalaldehyde or terephthaldehyde afforded mainly the corresponding [2 + 2] adducts. Among the eight macrocycles studied, only the macrocycle 1 has a porous structure. The article describes not only the synthesis of these macrocycles but also the encountered difficulties during their preparation. Finally, we expand the use of 1a as a porous solid support by studying its reversible and preferential liquid-solid adsorption properties for diethyl phthalate in front of other commercial phthalates. 
IRIS
• Dibutyl Phthalate (DBP)
     Database Searches
          Litsearch Jan 2016 - July 2016
               Pubmed
     Excluded: No Primary Data on Health Effects
          Chemical treatment/ disposal/remediation
• Diethyl phthalate (DEP)
     Database searches
          Jun 2016 update
               Pubmed
          Jan 2017 update
               Prior search overlap
               PubMed
          Jan 2020 update
               PubMed
               Web of Science
     Excluded: No Primary Data on Health Effects
          Manufacture/Use