Temperature Sensitive Emission Color Tuning and White Light Emission in Segmented OPV Polymer: Perylene Bisimide Supramolecular Complex

Abstract

An oligo­(phenylenevinylene) (OPV) based segmented polymer (POPV) and its small molecule model compound (SOPV) were designed with a carboxyl functionality in the side chain. The polymer and small molecule were complexed with pyridine functionalized perylene bisimide (UPBIPy) and the properties of the donor: acceptor (D:A) complexes were compared. Both polymer and small molecule D:A complexes formed lamellar morphologies in the <10 nm length scale, which could be visualized by TEM and AFM imaging. The flexibility of the segmented polymer architecture imparted special properties to the polymer and its complex. The polymer complex (POPVC) exhibited white light emission with CIE color coordinates (0.27, 0.32) due to partial energy transfer from POPV to UPBIPy. The analogous model OPV complex (SOPVC) continued to show characteristic blue OPV emission in the complex also. The higher sensitivity of polymers toward temperature was made use of to tune the emission color in the complex from white (0.27, 0.32) at 30 °C to yellow-green (0.29, 0.31) at 100 °C and back to white (0.27, 0.31) upon cooling to 30 °C. Such a temperature sensitive emission color tuning was not observed in the small molecule complex under identical conditions.

White-light emission from a single organic compound with unique self-folded conformation and multistimuli responsiveness

“… 1 – 7 The generation of white-light emission commonly requires the simultaneous emission of three primary RGB (red, green and blue) colors or at least two complementary colors. A variety of approaches have been adopted to develop efficient white-light emitting systems, including polymers, 8 – 10 metal–organic frameworks, 11 – 14 quantum dots, 15 , 16 nanoparticles, 17 – 19 self-assemblies, 20 – 24 and small molecules. 25 – 28 So far, most organic white-light emitters reported in the literature rely on (1) a combination of several components that emit different colors of light to cover the visible spectrum (400 to 700 nm) or (2) a single organic molecule emitting white-light.…”

Supramolecular complexes of poly(3‐Hexylthiophene)‐block (and random)‐poly[3‐(2‐(6‐carboxyhexyl)methyl)thiophene] copolymers with perylene bisimide

“…All other reagents and solvents were purchased locally and purified following the standard procedure. Instrumentation details for structural characterization using 1 H and 13C NMR, MALDI‐TOF‐TOF, size exclusion chromatography (SEC), FTIR, wide‐angle X‐ray diffractograms (WXRD), small‐angle X‐ray scattering (SAXS), TEM, UV–vis spectrometer, and steady‐state fluorescence measurements are similar as described in earlier reports from our group …”

“…Instrumentation details for structural characterization using 1 H and 13C NMR, MALDI-TOF-TOF, size exclusion chromatography (SEC), FTIR, wide-angle X-ray diffractograms (WXRD), small-angle X-ray scattering (SAXS), TEM, UV-vis spectrometer, and steady-state fluorescence measurements are similar as described in earlier reports from our group. 40,41 Complex Preparation Complex Formation of Block Copolymer-1:1 Composition (BC) The solution of P3HT-b-P3COOH (100 mg) in 15 mL dry chloroform was prepared separately. It was heated overnight at 50 8C to obtain clear solution.…”

“…The details of the synthesis and characterization of the unsymmetrical perylenebisimide (UPBIPy) having pyridine as hydrogen bond forming unit on one side and branched alkyl chain on the other termini was provided in our earlier report. 40 Nonfunctional thiophene monomer 5-iodo-2-bromo-3-hexylthiophene (M1) was purchased commercially and used as such for polymerization. Functionalized thiophene monomer 5-iodo-2-bromo-3-(2-(5-bromopentyloxy)methyl)thiophene (M2) was synthesized based on similar reactions described in the literature.…”

White‐Light‐Emitting Melamine‐Formaldehyde Microspheres through Polymer‐Mediated Aggregation and Encapsulation of Graphene Quantum Dots

“…[6][7][8][9] However, the mining and utilization of REE resources trigger many environmental and economic issues. Various organic or carbon fluorescent materials including carbon quantum dots, [10][11][12][13] organic dyes, [14][15][16][17][18] conjugate polymers, [19,20] and graphene quantum dots (GQDs) [21][22][23][24][25] have been used to develop white-light-emitting materials. Various organic or carbon fluorescent materials including carbon quantum dots, [10][11][12][13] organic dyes, [14][15][16][17][18] conjugate polymers, [19,20] and graphene quantum dots (GQDs) [21][22][23][24][25] have been used to develop white-light-emitting materials.…”