Yang Liu, Fei Xie, Jian-bing Shi, Bin Tong, Jun-ge Zhi, Yu-ping Dong. SYNTHESIS AND LUMINESCENT PROPERTIES OF POLY(PHENYLENE- ETHYNYLENE-CARBAZOLE)S WITH ANILINE AS SIDE-GROUPS. [J]. Acta Polymerica Sinica (1):50-55(2013)
DOI:
Yang Liu, Fei Xie, Jian-bing Shi, Bin Tong, Jun-ge Zhi, Yu-ping Dong. SYNTHESIS AND LUMINESCENT PROPERTIES OF POLY(PHENYLENE- ETHYNYLENE-CARBAZOLE)S WITH ANILINE AS SIDE-GROUPS. [J]. Acta Polymerica Sinica (1):50-55(2013) DOI: 10.3724/SP.J.1105.2013.12124.
SYNTHESIS AND LUMINESCENT PROPERTIES OF POLY(PHENYLENE- ETHYNYLENE-CARBAZOLE)S WITH ANILINE AS SIDE-GROUPS
The poly(phenylene-ethynylene-carbazole) (PPEC) with 4-vinylaniline pendant groups was synthesized through Pd-catalyzed Sonogashira coupling polymerization between 4-[2-(2
5-dibromophenyl)vinyl] aniline ( M1 )
1
4-di-2
5-bis(pentyloxy) ( M2 ) and 3
6-dibromo-9- octylcarbazole ( M3 ).The ratio of aniline unit to ethynyl-benzene unit to carbazole unit at 0.54∶1∶0.46 was determined by1H NMR spectrum.When PPEC is aggregated by adding nonsolvents such as water
methanol and hexane into its THF solution
the fluorescence intensity and the maximum emission peak of PPEC changed drastically.The fluorescence intensity gradually decreased upon addition of water into PPEC THF solution before the ratio of THF to water arrived at 50∶50.The fluorescent intensity of PPEC increased in turn after water fraction is beyond 60% in the mixture of THF and water.When methanol was added into its THF solution
however
PPEC showed an aggregation-caused quenching (ACQ) characteristic.The emission of PPEC is only enhanced by aggregation when adding n-hexane into its THF solutions
exhibiting an aggregation-induced emission enhancement (AIEE) effect.The result indicates that amino groups can strengthen the inter-chain and intra-chain interactions in PPEC and restrict the non-radiative energy transition.This strategy thus provides a new concept for designing highly emissive conjugated polymers by adjusting side-group interaction.
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Joint School of National University of Singapore and Tianjin University, International Campus of Tianjin University
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State Key Laboratory of Fine Chemicals, Department of Polymer Science & Materials, Dalian University of Technology