High quantum yield photoluminescence of new polyamides containing oligo‐PPV amino derivatives and related oligomers

The synthesis and the chemical physical characterization of new photoluminescent (PL) chromophores and polymers are reported. Chromophores (oligo-PPV symmetric derivatives ending with amino groups) are strong blue emitters with a PL quantum yield of ∼70% in dioxane solution. They have been used to prepare polyamides by reaction with aliphatic acyl dichlorides in which emitting and non emitting units are alternated. PL properties of the synthesized polyamides have been evaluated in solution and reveal a strong blue emission (PL quantum yield ∼60%), To increase the solubility of these systems, oligomers have been purposely prepared and then characterized. They show a peculiar white emission when excited in DMF solution; to get insight into this interesting behavior, asymmetric monoacetylated chromophores have been prepared as model compounds for the chromophoric end groups of the polyamide chains. The emission spectra of these compounds reveal a broad excimeric yellow emission which is responsible, along with the blue emission of the inner chromophoric units, of the overall white emission of the oligomers.

[1]  Hong Xia,et al.  Pure blue organic light-emitting devices based on 2,5-diphenyl-1, 4-distyrylbenzene with two trans-double bonds , 2005 .

[2]  B. S. Chuah,et al.  Blue light-emitting diodes from a meta-linked 2,3 substituted alkoxy poly(p-phenylenevinylene) , 2000 .

[3]  V. K. Praveen,et al.  Quadrupolar π‐Gels: Sol–Gel Tunable Red–Green–Blue Emission in Donor–Acceptor‐Type Oligo(p‐phenylenevinylene)s , 2007 .

[4]  F. He,et al.  Blue and white organic light-emitting devices using oligo(phenylenvinylene) as a blue emitter , 2007 .

[5]  F. E. Karasz,et al.  Contributions of nonconjugated spacers to properties of electroluminescent block copolymers , 1998 .

[6]  Mats Andersson,et al.  Photoluminescence and electroluminescence of films from soluble PPV-polymers , 1997 .

[7]  W. Webb,et al.  Design of organic molecules with large two-photon absorption cross sections. , 1998, Science.

[8]  Donal D. C. Bradley,et al.  Efficient multilayer electroluminescence devices with poly(m-phenylenevinylene-co-2,5-dioctyloxy-p-phenylenevinylene) as the emissive layer , 1997 .

[9]  A. Epstein,et al.  High luminescent efficiency in light-emitting polymers due to effective exciton confinement , 2000 .

[10]  F. E. Karasz,et al.  Efficient blue‐green‐emitting poly[(5‐diphenylamino‐1,3‐phenylenevinylene)‐alt‐(2,5‐dihexyloxy‐1,4‐phenylenevinylene)] derivatives: Synthesis and optical properties , 2006 .

[11]  W. Melhuish,et al.  QUANTUM EFFICIENCIES OF FLUORESCENCE OF ORGANIC SUBSTANCES: EFFECT OF SOLVENT AND CONCENTRATION OF THE FLUORESCENT SOLUTE1 , 1961 .

[12]  Joseph John Shiang,et al.  Organic light-emitting devices for illumination quality white light , 2002 .

[13]  E. Mufson,et al.  A Novel Fluorescent Probe That Is Brain Permeable and Selectively Binds to Myelin , 2006, The journal of histochemistry and cytochemistry : official journal of the Histochemistry Society.

[14]  Stephen R. Forrest,et al.  White Organic Light‐Emitting Devices for Solid‐State Lighting , 2004 .

[15]  F. E. Karasz,et al.  A soluble blue-light-emitting polymer , 1993 .

[16]  Taehyoung Zyung,et al.  Blue Electroluminescent Polymers: Control of Conjugation Length by Kink Linkages and Substituents in the Poly(p-phenylenevinylene)-Related Copolymers , 1999 .

[17]  F. E. Karasz,et al.  Efficient light emitting diodes from ternary blends of PPV‐based copolymers , 2006 .

[18]  Jie Liu,et al.  Solution-Processed Organic Light-Emitting Diodes for Lighting , 2007, Journal of Display Technology.

[19]  F. E. Karasz,et al.  Blue-light electroluminescence from p-phenylene vinylene-based copolymers , 1993 .

[20]  Bernard Geffroy,et al.  Organic light‐emitting diode (OLED) technology: materials, devices and display technologies , 2006 .