Heat resistant fluorenone-based polyimines as novel light-emitting polymers

Ya Jiao , Lin Zhang , Runxiong Lin

Journal of Wuhan University of Technology Materials Science Edition ›› 2017, Vol. 32 ›› Issue (2) : 469 -472.

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Journal of Wuhan University of Technology Materials Science Edition ›› 2017, Vol. 32 ›› Issue (2) : 469 -472. DOI: 10.1007/s11595-017-1620-z
Organic Materials

Heat resistant fluorenone-based polyimines as novel light-emitting polymers

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Abstract

Fluorenone-based polyamines, as novel light-emitting polymers, were synthesized by the condensation polymerization of 3,6-dibromo-9-fluorenone with different aromatic diamines by palladiumcatalyzed aryl amination reaction. The structures of the polymers were characterized by means of FT-IR, 1H NMR spectroscopy and elemental analysis. The experimental results show a good agreement with the proposed structures. TGA measurement exhibits that the polymers possess good thermal stabilities with high decomposition temperatures (T 5≥400 °C). Due to the photo-induced intramolecular charge-transfer (ICT) of fluorenone-based polyimines, these polymers show significantly strong photonic luminescence in N,Ndimethylacetamide.

Keywords

fluorenone-based polyimines / palladium-catalyst / light-emitting polymer

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Ya Jiao, Lin Zhang, Runxiong Lin. Heat resistant fluorenone-based polyimines as novel light-emitting polymers. Journal of Wuhan University of Technology Materials Science Edition, 2017, 32(2): 469-472 DOI:10.1007/s11595-017-1620-z

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References

[1]

Burroughes J, Bradley D, Brown A, et al. Light-emitting Diodes Based On Conjugated Polymers[J]. Nature, 1990, 347: 539-541.

[2]

Remmers M, Neher D, Grüner J, et al. The Optical, Electronic, and Electroluminescent Properties of Novel Poly(p-phenylene)-Related Polymers[J]. Macromolecules, 1996, 29(23): 7432-7445.

[3]

Hwang D, Shim H, Lee J, et al. Synthesis of Poly[(2-)2-(4-cyanophenyl) ethenyl)-5-methoxy-1, 4-phenylene)-vinylene] and Poly(1, 4-phenylenevinylene) copolymers: Electrical And The Second-and Third-OrderNonlinear Optical Properties[J]. Macromolecules, 1994, 27(21): 6000-6006.

[4]

Greenham N, Moratti S, Bradley D, et al. Efficient light-emitting Diodes Based On Polymers With High Electron Affinities[J]. Nature, 1993, 365: 628-630.

[5]

Gill R, Malliaras G, Wildeman J, et al. Tuning Of Photo-and Electroluminescence In Alkylated Polythiophenes With Well-defined Regioregularity[J]. Adv. Mater., 1994, 6: 132-135.

[6]

Kraft A, Grimsdale AC, Holmes AB, et al. Electroluminescent Conjugated PolymersÐseeing Polymers In a New Light[J]. Angew. Chem. Int. End. Engl., 1998, 37: 402-428.

[7]

Friend RH, Gymer RW, Holmes AB, et al. Electroluminescence In Conjugated Polymers[J]. Nature, 1999, 397: 121-128.

[8]

Chang GJ, Yang L, Yang JX, et al. Facile Synthesis Of Heat-resistant And Photoluminescent Poly(N-aryleneindole ether)s Via Catalyst-free C-N/C-O Coupling Reaction[J]. J. Polym. Sci., Part A: Polym. Chem., 2014, 52: 313-320.

[9]

Nie G, Bai Z, Chen J, et al. Simple Label-Free Femtomolar DNA Detection Based on a Nanostructure Composite Material: MWNTDoped Poly(indole-6-carboxylic acid)[J]. ACS Macro. Lett., 2012, 1(11): 1304-1307.

[10]

Uckert F, Setayesh S, Müllen K. A Precursor Route To 2, 7-Poly(9-fluorenone)[J]. Macromolecules, 1999, 32(14): 4519-4524.

[11]

Yamasaki R, Ikeda H, Masu H, et al. Synthesis And Properties Of Phenylogous Amides[J]. Tetrahedron, 2012, 68(40): 8450-8456.

[12]

Ruan J, Saidi O, Iggo J, et al. Direct Acylation Of Aryl Bromides With Aldehydes By Palladium Catalysis[J]. J. Am. Chem. Soc., 2008, 130(32): 10510-10511.

[13]

Surry D, Buchwald S. Dialkylbiaryl Phosphines In Pd-catalyzed Amination: A User's Guide[J]. Chem. Sci., 2011, 2: 27-50.

[14]

Hussaini A, Klapper M, Pakula T, et al. Poly(imino ketone)s as New High-Performance Polymers[J]. Macromolecules, 2004, 37(22): 8269-8277.

[15]

Chang GJ, Yang L, Yang JX, et al. Synthesis Of Poly(imino imino ketone) (PIIK) And Preparation Of Heat Resistant PIIK Foam[J]. Polymer, 2013, 54(18): 5043-5049.

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