Novel polyimide containing 1,10-phenanthroline and its europium(III) complex: synthesis, characterization, and luminescence properties
Source abstract
Abstract
A novel aromatic diamine substituted with a 1,10-phenanthroline group in the side chain, N-(1,10-phenanthroline-5-yl)-3,5-diaminobenzamide, was synthesized and used to prepare polyimide via polycondensation with 4,4′-(hexafluoroisopropylidene)diphthalic anhydride. Subsequently, the europium(III) coordination polyimide was prepared using the polyimide as a macromolecular ligand and 2-thenoyltrifluoroacetone as a co-ligand. Their structures were systematically characterized by mass spectroscopies, Fourier transform infrared spectroscopy, 1H nuclear magnetic resonance, elemental analysis, and inductively coupled plasma. The obtained polyimide and europium(III) coordination polyimide exhibit excellent thermal stability and solubility in many polar aprotic solvents. The europium(III) coordination polyimide was demonstrated to emit strong characteristic fluorescence emission of europium(III) at 615 nm, showing promising potential in optical display devices.
Source: openaire · Quality: candidate unverified · Source record ↗
Research context
OpenAlex topics: Lanthanide and Transition Metal Complexes · Synthesis and properties of polymers · Dendrimers and Hyperbranched Polymers
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
References (21)
Show source-provided references
1. Correia SFH, de Zea Bermudez V, Ribeiro SJL, Andre PS, Ferreira RAS, Carlos LD (2014) Luminescent solar concentrators: challenges for lanthanide-based organic–inorganic hybrid materials. J Mater Chem A 2:5580–559610.1039/C3TA14964A ↗
2. Binnemans K (2009) Lanthanide-based luminescent hybrid materials. Chem Rev 109:4283–437410.1021/cr8003983 ↗
3. Zhang S, Yang Y, Xia ZQ et al (2014) Eu-MOFs with 2-(4-Carboxyphenyl)imidazo[4,5-f]-1,10-phenanthroline and ditopic carboxylates as coligands: synthesis, structure, high thermostability, and luminescence properties. Inorg Chem 53:10952–1096310.1021/ic501253c ↗
4. Yang TH, Sliva AR, Fu LS, Shi FN (2015) Ionothermal synthesis, crystal structure, topology and catalytic properties of heterometallic coordination polymers constructed from N-(phosphonomethyl) iminodiacetic acid. Dalton Trans 44:13745–1375110.1039/C5DT02176F ↗
5. Gao BJ, Zhang DD, Don TT (2015) Preparation and photoluminescence properties of polymer-rare-earth complexes composed of bidentate Schiff-base-ligand-functionalized polysulfone and Eu(III) ion. J Phys Chem C 119:16403–1641310.1021/acs.jpcc.5b02154 ↗
6. Lenaerts P, Driesen K, Van Deun R, Binnemans K (2005) Covalent coupling of luminescent tris(2-thenoyltrifluoroacetonato)lanthanide(III) complexes on a merrifield resin. Chem Mater 17:2148–215410.1021/cm0486868 ↗
7. Binnemans K, Lenaerts P, Driesen K, Gorller-Walrand C (2004) A luminescent tris(2-thenoyltrifluoroacetonato)europium(III) complex covalently linked to a 1,10-phenanthrolinefunctionalised sol–gel glass. J Mater Chem 14:191–19510.1039/B311128H ↗
8. Li H, Inoue S, Machida K, Adachi G (1999) Preparation and luminescence properties of organically modified silicate composite phosphors doped with a europium(III) β-diketonate complex. J Mater Chem 11:3171–317610.1021/cm990251a ↗
9. Ji BM, Deng DS, Ma JY, Sun CW, Zhao B (2015) Two- and three-dimensional lanthanide-based coordination polymers assembled by the synergistic effect of various lanthanide radii and flexibility of a new binicotinate-containing ligand: in situ synthesis, structures, and properties. RSC Adv 5:2239–224810.1039/C4RA12714E ↗
10. Binh NT, Tien DM, Giang LTK, Khuyen HT, Huong NT, Huong TT, Lam TD (2014) Study on preparation and characterization of MOF based lanthanide doped luminescent coordination polymers. Mater Chem Phys 143:946–95110.1016/j.matchemphys.2013.09.048 ↗
11. Ishizaka T, Kasai H, Nakanishi H (2009) Fabrication and luminescent properties of Eu-complex/polyimide composite nanoparticles. J Mater Sci 44:166–16910.1007/s10853-008-3110-3 ↗
12. Si CD, Hu DC, Fan Y, Wu Y, Yao XQ, Yang YX, Liu JC (2015) Seven coordination polymers derived from semirigid tetracarboxylic acids and N-donor ligands: topological structures, unusual magnetic properties, and photoluminescences. Cryst Growth Des 15:2419–243210.1021/acs.cgd.5b00205 ↗
13. Li TL, Hsu SLC (2010) Enhanced thermal conductivity of polyimide films via a hybrid of micro- and nano-sized boron nitride. J Phy Chem B 114:6825–682910.1021/jp101857w ↗
14. Shen J, Zhang Y, Chen WQ, Wang WH, Xu ZS, Yeung KWK, Yi CF (2013) Synthesis and properties of hyperbranched polyimides derived from novel triamine with prolonged chain segments. J Polym SCI Pol Chem 51:2425–243710.1002/pola.26628 ↗
15. Halim A, Gurr PA, Blencowe A, Bryant G, Kentish SE, Qiao GG (2013) Synthesis and self-assembly of polyimide/poly(dimethylsiloxane) brush triblock copolymers. Polym 54:520–52910.1016/j.polymer.2012.12.027 ↗
16. Liu D, Shi QR, Wang ZG (2012) Color-tunable heat-resistant polyaryletherketones co-coordinated with various rare earth ions. Opt Mater 34:1815–182110.1016/j.optmat.2012.05.004 ↗
17. Qiu WL, Xu LR, Chen CC, Paul DR, Koros WJ (2013) Gas separation performance of 6FDA-based polyimides with different chemical structures. Polymer 54:6226–623510.1016/j.polymer.2013.09.007 ↗
18. Melby LR, Rose NJ, Abramson E, Caris JC (1964) Synthesis and fluorescence of some trivalent lanthanide complexes. J Am Chem Soc 86:5117–512510.1021/ja01077a015 ↗
19. Wl Mo, Liu HT, Xiong H, Li M, Li GX (2007) Preparation of CuCl/1,10-phenanthroline immobilized on polystyrene and catalytic performance in oxidative carbonylation of methanol. Appl Cata A-Gen 333:172–17610.1016/j.apcata.2007.06.001 ↗
20. Xu CJ, Li BG, Wan JT, Bu ZY (2011) Design, synthesis and characterization of a highly luminescent Eu-complex monomer featuring thenoyltrifluoroacetone and 5-acryloxyethoxymethyl-8-hydroxyquinoline. J Lumin 131:1566–157010.1016/j.jlumin.2011.03.047 ↗
21. Campos CH, Urbano BF, Rivas BL (2014) Hybrid composites from poly[(4-vinylbenzyl)trimethylammoniumchloride]–metal oxide using simultaneous radical polymerization/sol–gel synthesis. Mater Lett 131:198–20210.1016/j.matlet.2014.05.161 ↗