Jump to main content
US EPA
United States Environmental Protection Agency
Search
Search
Main menu
Environmental Topics
Laws & Regulations
About EPA
Health & Environmental Research Online (HERO)
Contact Us
Print
Feedback
Export to File
Search:
This record has one attached file:
Add More Files
Attach File(s):
Display Name for File*:
Save
Citation
Tags
HERO ID
3230214
Reference Type
Journal Article
Title
Macrocyclic tetraimines: Synthesis and reversible uptake of diethyl phthalate by a porous macrocycle
Author(s)
Sanna, E; Escudero-Adán, EC; López, C; Ballester, P; Rotger, C; Costa, A
Year
2016
Is Peer Reviewed?
Yes
Journal
Journal of Organic Chemistry
ISSN:
0022-3263
EISSN:
1520-6904
Publisher
American Chemical Society
Volume
81
Issue
12
Page Numbers
5173-5180
Language
English
PMID
27200454
DOI
10.1021/acs.joc.6b00768
Web of Science Id
WOS:000378302900027
Relationship(s)
is supplemented by
3479713
- Supplementary material
Abstract
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.
Tags
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
Home
Learn about HERO
Using HERO
Search HERO
Projects in HERO
Risk Assessment
Transparency & Integrity