journal article·2018-05

Build-up enhancement of photoluminescence from phenylazomethine bismuth dendrimer using Bi(OTf)3

Tetsuya Kambe, Shotaro Imaoka, Takane Imaoka, Kimihisa Yamamoto

Journal of Nanoparticle Research· Volume 20· Issue 5
Publisher page

Abstract

Metal assembly to a dendrimer can provide various functionalities based on the branched structure. Here, we researched assembly phenomena of bismuth salts in the phenylazomethine dendrimer and achieved enhancement of emission intensity per metal unit by using Bi(OTf)3. This enhancement suggested increasing of Bi–N coordination bonds derived from the bismuth units in the dendrimer.
Source: openaire · Quality: candidate unverified · Source record ↗

Research context

OpenAlex topics: Dendrimers and Hyperbranched Polymers · Luminescence and Fluorescent Materials · Gold and Silver Nanoparticles Synthesis and Applications

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

References (50)

Show source-provided references
1. Albrecht K, Kasai Y, Kuramoto Y, Yamamoto K (2013) A fourth-generation carbazole–phenylazomethine dendrimer as a size-selective host for fullerenes. Chem Commun 49:865–867. https://doi.org/10.1039/c2cc36451d10.1039/C2CC36451D ↗
2. Albrecht K, Hirabayashi Y, Otake M, Mendori S, Tobari Y, Azuma Y, Majima Y, Yamamoto K (2016) Polymerization of a divalent/tetravalent metal-storing atom-mimicking dendrimer. Sci Adv 2:e1601414. https://doi.org/10.1126/sciadv.160141410.1126/sciadv.1601414 ↗
3. Astruc D, Chardac F (2001) Dendritic catalysts and dendrimers in catalysis. Chem Rev 101:2991–3024. https://doi.org/10.1021/cr010323t10.1021/cr010323t ↗
4. Balzani V, Campagna S, Denti G, Juris A, Serroni S, Venturi M (1998) Designing dendrimers based on transition-metal complexes. Light-harvesting properties and predetermined redox patterns. Acc Chem Res 31:26–34. https://doi.org/10.1021/ar950202d10.1021/ar950202d ↗
5. Baudin HB, Davidsson J, Serroni S, Juris A, Balzani V, Campagna S, Hammarström L (2002) Ultrafast energy transfer in binuclear ruthenium−osmium complexes as models for light-harvesting antennas. J Phys Chem A 106:4312–4319. https://doi.org/10.1021/jp012770i10.1021/jp012770i ↗
6. Bhyrappa P, Young JK, Moore JS, Suslick KS (1996) Dendrimer-metalloporphyrins: synthesis and catalysis. J Am Chem Soc 118:5708–5711. https://doi.org/10.1021/ja953474k10.1021/ja953474k ↗
7. Bosman AW, Janssen HM, Meijer EW (1999) About dendrimers: structure, physical properties, and applications. Chem Rev 99:1665–1688. https://doi.org/10.1021/cr970069y10.1021/cr970069y ↗
8. Ciardelli F, Tsuchida E, Worle D (eds) (1995) Macromolecular metal complexes. Springer-Verlag, Berlin
9. Crooks RM, Zhao M, Sun L, Chechik V, Yeung LK (2001) Dendrimer-encapsulated metal nanoparticles: synthesis, characterization, and applications to catalysis. Acc Chem Res 34:181–190. https://doi.org/10.1021/ar000110a10.1021/ar000110a ↗
10. Dixon NE, Lawrance GA, Lay PA, Sargeson AM, Taube H (1990) Trifluoromethanesulfonates and trifluoromethanesulfonato-O complexes. Inorg Synth 28:70–76. https://doi.org/10.1002/9780470132593.ch1610.1002/9780470132593.ch16 ↗
11. Enoki O, Katoh H, Yamamoto K (2006) Synthesis and properties of a novel phenylazomethine dendrimer with a tetraphenylmethane core. Org Lett 5:569–571. https://doi.org/10.1021/ol052673y10.1021/ol052673y ↗
12. Esfand R, Tomalia DA (2001) Poly(amidoamine) (PAMAM) dendrimers: from biomimicry to drug delivery and biomedical applications. Drug Discov Today 6:427–436. https://doi.org/10.1016/S1359-6446(01)01757-310.1016/S1359-6446(01)01757-3 ↗
13. Grayson SM, Frechet JMJ (2001) Convergent dendrons and dendrimers: from synthesis to applications. Chem Rev 101:3819–3868. https://doi.org/10.1021/cr990116h10.1021/cr990116h ↗
14. Higuchi M, Shiki S, Ariga K, Yamamoto K (2001) First synthesis of phenylazomethine dendrimer ligands and structural studies. J Am Chem Soc 123:4414–4420. https://doi.org/10.1021/ja004239r10.1021/ja004239r ↗
15. Hwang SH, Moorefield CN, Newkome GR (2008) Dendritic macromolecules for organic light-emitting diodes. Chem Soc Rev 37:2543–2557. https://doi.org/10.1039/b803932c10.1039/b803932c ↗
16. Imaoka T, Tanaka R, Arimoto S, Sakai M, Fujii M, Yamamoto K (2005) Probing stepwise complexation in phenylazomethine dendrimers by a metallo-porphyrin core. J Am Chem Soc 127:13896–13905. https://doi.org/10.1021/ja052479710.1021/ja0524797 ↗
17. Imaoka T, Tanaka R, Yamamoto K (2006) Investigation of a molecular morphology effect on polyphenylazomethine dendrimers; physical properties and metal-assembling processes. Chem Eur J 12:7328–7336. https://doi.org/10.1002/chem.20060051110.1002/chem.200600511 ↗
18. Imaoka T, Kawana Y, Kurokawa T, Yamamoto K (2013) Macromolecular semi-rigid nanocavities for cooperative recognition of specific large molecular shapes. Nat Commun 4:2581. https://doi.org/10.1038/ncomms358110.1038/ncomms3581 ↗
19. Inomata Y, Albrecht K, Yamamoto K (2018) Size dependent oxidation state and CO oxidation activity of tin oxide clusters. ACS Catal 8:451–456. https://doi.org/10.1021/acscatal.7b0298110.1021/acscatal.7b02981 ↗
20. Kambe T, Imaoka T, Yamamoto K (2016a) Reducing capsule based on electron programming: versatile synthesizer for size-controlled ultra-small metal clusters. Chem Eur J 22:16406–16409. https://doi.org/10.1002/chem.20160322910.1002/chem.201603229 ↗
21. Kambe T, Watanabe A, Imaoka T, Yamamoto K (2016b) Bismuth complexes in phenylazomethine dendrimers: controllable luminescence and emission in the solid state. Angew Chem Int Ed 55:13151–13154. https://doi.org/10.1002/anie.20160739610.1002/anie.201607396 ↗
22. Kambe T, Haruta N, Imaoka T, Yamamoto K (2017) Solution-phase synthesis of Al13 − using a dendrimer template. Nat Commun 8:2046. https://doi.org/10.1038/s41467-017-02250-410.1038/s41467-017-02250-4 ↗
23. Kawa M, Frechet JMJ (1998) Self-assembled lanthanide-cored dendrimer complexes: enhancement of the luminescence properties of lanthanide ions through site-isolation and antenna effects. Chem Mater 10:286–296. https://doi.org/10.1021/cm970441q10.1021/cm970441q ↗
24. Knapen JWJ, van der Made AW, de Wilde JC, van Leeuwen PWNM, Wijkens P, Grove DM, van Koten G (1994) Homogeneous catalysts based on silane dendrimers functionalized with arylnickel(II) complexes. Nature 372:659–663. https://doi.org/10.1038/372659a010.1038/372659a0 ↗
25. Lee JH, Lim YB, Choi JS, Lee Y, Kim TI, Kim HJ, Yoon JK, Kim K, Park JS (2003) Polyplexes assembled with internally quaternized PAMAM-OH dendrimer and plasmid DNA have a neutral surface and gene delivery potency. Bioconjug Chem 14:1214–1221. https://doi.org/10.1021/bc034095g10.1021/bc034095g ↗
26. Lee CC, MacKay JA, Fréchet JMJ, Szoka FC (2005) Designing dendrimers for biological applications. Nat Biotechnol 23:1517–1526. https://doi.org/10.1038/nbt117110.1038/nbt1171 ↗
27. McClenaghan ND et al (2003) Ruthenium(II) dendrimers containing carbazole-based chromophores as branches. J Am Chem Soc 125:5356–5365. https://doi.org/10.1021/ja021373y10.1021/ja021373y ↗
28. Nakajima R, Tsuruta M, Higuchi M, Yamamoto K (2004) Fine control of the release and encapsulation of Fe ions in dendrimers through ferritin-like redox switching. J Am Chem Soc 126:1630–1631. https://doi.org/10.1021/ja037480p10.1021/ja037480p ↗
29. Newkome GR, Yao ZQ, Baker GR, Gupta VK (1985) Cascade molecules: a new approach to micelles. A [27]-arborol. J Org Chem 50:2003–2004. https://doi.org/10.1021/jo00211a05210.1021/jo00211a052 ↗
30. Newkome GR, Guther R, Moorefield CN, Cardullo F, Echegoyen L, Perez-Cordero E, Luftmann H (1995) Routes to dendritic networks: Bis-dendrimers by coupling of cascade macromolecules through metal centers. Angew Chem Int Ed 34:2023–2026. https://doi.org/10.1002/anie.19952023110.1002/anie.199520231 ↗
31. Newkome GR, He E, Godinez LA (1998) Construction of dendritic assemblies: a tailored approach to isomeric metallomacromolecules by means of Bis(2,2′:6′,2″-terpyridine)ruthenium(II) connectivity. Macromolecules 31:4382–4386. https://doi.org/10.1021/ma980280r10.1021/ma980280r ↗
32. Nijhuis CA, Huskens J, Reinhoudt DN (2004) Binding control and stoichiometry of ferrocenyl dendrimers at a molecular printboard. J Am Chem Soc 126:12266–12267. https://doi.org/10.1021/ja048271n10.1021/ja048271n ↗
33. Nlate S, Ruiz J, Blais JC, Astruc D (2000) Ferrocenylsilylation of dendrons: a fast convergent route to redox-stable ferrocene dendrimers. Chem Commun 417–418. https://doi.org/10.1039/a908791e10.1039/a908791e ↗
34. Pittman CU, Cullberston BM, Sheet JE (eds) (1996) Metal containing polymeric materials. ACS Symposium Series; Plenum, New York
35. Satoh N, Nakashima T, Kamikura K, Yamamoto K (2008) Quantum size effect in TiO2 nanoparticles prepared by finely controlled metal assembly on dendrimer templates. Nature Nanotechnol 3:106–111. http://www.nature.com/nnano/journal/v3/n2/abs/nnano.2008.2.html10.1038/nnano.2008.2 ↗
36. Suzuki M, Nakajima R, Tsuruta M, Higuchi M, Einaga Y, Yamamoto K (2006) Synthesis of ferrocene-modified phenylazomethine dendrimers possessing redox switching. Macromolecules 39:64–69. https://doi.org/10.1021/ma052268m10.1021/ma052268m ↗
37. Takahashi M, Koizumi H, Chun WJ, Kori M, Imaoka T, Yamamoto K (2017) Finely controlled multimetallic nanocluster catalysts for solvent-free aerobic oxidation of hydrocarbons. Sci Adv 3:e1700101. https://doi.org/10.1126/sciadv.170010110.1126/sciadv.1700101 ↗
38. Takanashi K, Chiba H, Higuchi M, Yamamoto K (2004) Efficient synthesis of poly(phenylazomethine) dendrons allowing access to higher generation dendrimers. Org Lett 6:1709–1712. https://doi.org/10.1021/ol049656d10.1021/ol049656d ↗
39. Takanashi K, Fujii A, Nakajima R, Chiba H, Higuchi M, Einaga Y, Yamamoto K (2007) Heterometal assembly in dendritic polyphenylazomethines. Bull Chem Soc Jpn 80:1563–1572. https://doi.org/10.1246/bcsj.80.156310.1246/bcsj.80.1563 ↗
40. Tomalia DA, Baker H, Dewald J, Hall M, Kallos G, Martin S, Roeck J, Ryder J, Smith P (1985) A new class of polymers: starburst-dendritic macromolecules. Polym J 17:117–132. https://doi.org/10.1295/polymj.17.11710.1295/polymj.17.117 ↗
41. Tomalia DA, Reyna LA, Svenson S (2007) Dendrimers as multi-purpose nanodevices for oncology drug delivery and diagnostic imaging. Biochem Soc Trans 35:61–67. https://doi.org/10.1042/bst035006110.1042/BST0350061 ↗
42. Twyman LJ, King ASH, Martin IK (2002) Catalysis inside dendrimers. Chem Soc Rev 31:69–82. https://doi.org/10.1039/b107812g10.1039/b107812g ↗
43. Vicinelli V, Ceroni P, Maestri M, Balzani V, Gorka M, Vögtle F (2002) Luminescent lanthanide ions hosted in a fluorescent polylysin dendrimer. Antenna-like sensitization of visible and near-infrared emission. J Am Chem Soc 124:6461–6468. https://doi.org/10.1021/ja017672p10.1021/ja017672p ↗
44. Wang Y, Salmon L, Ruiz J, Astruc D (2014) Metallodendrimers in three oxidation states with electronically interacting metals and stabilization of size-selected gold nanoparticles. Nat Commun 5:3489. https://doi.org/10.1038/ncomms448910.1038/ncomms4489 ↗
45. Yamamoto K, Imaoka T (2014) Precision synthesis of subnanoparticles using dendrimers as a superatom synthesizer. Acc Chem Res 47:1127–1136. https://doi.org/10.1021/ar400257s10.1021/ar400257s ↗
46. Yamamoto K, Higuchi M, Shiki S, Tsuruta M, Chiba H (2002) Stepwise radial complexation of imine groups in phenylazomethine dendrimers. Nature 415:509–511. https://doi.org/10.1038/415509a10.1038/415509a ↗
47. Yamamoto K, Higuchi M, Kimoto A, Imaoka T, Masachika K (2005) Novel functional groups with fine-controlled metal assembling function. Bull Chem Soc Jpn 78:349–355. https://doi.org/10.1246/bcsj.78.34910.1246/bcsj.78.349 ↗
48. Yamamoto K, Imaoka T, Chun WJ, Enoki O, Katoh H, Takenaga M, Sonoi A (2009) Size-specific catalytic activity of platinum clusters enhances oxygen reduction reactions. Nat Chem 1:397–402. https://doi.org/10.1038/nchem.28810.1038/nchem.288 ↗
49. Zhao M, Crooks RM (1999) Dendrimer-encapsulated Pt nanoparticles: synthesis, characterization, and applications to catalysis. Adv Mater 11:217–220. https://doi.org/10.1002/(SICI)1521-4095(199903)11:3<217::AID-ADMA217>3.0.CO;2-710.1002/(SICI)1521-4095(199903)11:3<217::AID-ADMA217>3.0.CO;2-7 ↗
50. Zhao M, Sun L, Crooks RM (1998) Preparation of Cu nanoclusters within dendrimer templates. J Am Chem Soc 120:4877–4878. https://doi.org/10.1021/ja980438n10.1021/ja980438n ↗