The effect of the macrocyclic encapsulation on the photophysical properties of conjugated polymers

A. Farcas; A.-M. Resmerita; F. Farcas; A. Rotaru; M. Balan-Porcarasu; M. Asandulesa

doi:10.1117/12.2322539

31 December 2018 The effect of the macrocyclic encapsulation on the photophysical properties of conjugated polymers

A. Farcas, A.-M. Resmerita, F. Farcas, A. Rotaru, M. Balan-Porcarasu, M. Asandulesa

Proceedings Volume 10977, Advanced Topics in Optoelectronics, Microelectronics, and Nanotechnologies IX; 1097707 (2018) https://doi.org/10.1117/12.2322539
Event: Advanced Topics in Optoelectronics, Microelectronics and Nanotechnologies IX, 2018, Constanta, Romania

Abstract

We report the effect of the macrocyclic encapsulation on the photophysical properties of poly(9,9-dioctylfluorene-alt-bithiophene) polyrotaxanes copolymers. The encapsulated compounds were synthesized by Suzuki cross-coupling reaction between 5,5'-dibromo-2,2'-bithiophene (DBT) inclusion complexes in randomly methylated β-cyclodextrin (RM-βCD), 2,3,6-tri-O-methyl β-cyclodextrin (TM-βCD), 2,3,6-tri-O-trimethylsilyl β-cyclodextrin (TMS-βCD) or cucurbit[7]uril (CB7) with a bulky 9,9-dioctylfluorene-2,7-diboronic acid bis(1,3-propanediol) ester (DF) as stoppers. These supramolecular compounds exhibited distinct improvement in the solubility, molecular weight, film forming ability, surface-morphological characteristics and reduced aggregation tendency compared to those of the neat compound. Also, the threading of conjugated backbones into macrocycles leads to an increasing environmental stability and resistance to quenching from impurities. Fluorescence emission (PL) shows vibronic transitions and a mono-exponential kinetics. The electrochemical data provided that the investigated compounds exhibited n- and p-doping processes. The encapsulation of DBT into TM-βCD or TMS-βCD cavities exhibits a greater effect on the LUMO, while the encapsulation into CB7 affects the HOMO energy levels. The HOMO/LUMO energy levels indicate that the investigated polyrotaxanes are electrochemically accessible as electron-transporting materials in electronic devices. Based on AFM analysis, polyrotaxane compounds exhibits a higher tendency to organize into fibers or linear ribbons.

Citation Download Citation

A. Farcas, A.-M. Resmerita, F. Farcas, A. Rotaru, M. Balan-Porcarasu, and M. Asandulesa "The effect of the macrocyclic encapsulation on the photophysical properties of conjugated polymers", Proc. SPIE 10977, Advanced Topics in Optoelectronics, Microelectronics, and Nanotechnologies IX, 1097707 (31 December 2018); https://doi.org/10.1117/12.2322539

ACCESS THE FULL ARTICLE

INSTITUTIONAL
Select your institution to access the SPIE Digital Library.

SELECT YOUR INSTITUTION

PERSONAL
Sign in with your SPIE account to access your personal subscriptions or to use specific features such as save to my library, sign up for alerts, save searches, etc.

PERSONAL SIGN IN

No SPIE Account? Create one

PURCHASE THIS CONTENT

SUBSCRIBE TO DIGITAL LIBRARY

50 downloads per 1-year subscription

Members: $195

Non-members: $335 ADD TO CART

25 downloads per 1 - year subscription

Members: $145

Non-members: $250 ADD TO CART

PURCHASE SINGLE ARTICLE

Includes PDF, HTML & Video, when available

Members: $17.00

Non-members: $21.00 ADD TO CART

PROCEEDINGS
6 PAGES

DOWNLOAD PAPER SAVE TO MY LIBRARY

GET CITATION

RIGHTS & PERMISSIONS

Get copyright permission Get copyright permission on Copyright Marketplace

KEYWORDS

Luminescence

Atomic force microscopy

Molecules

Polymers

Molecular interactions

Optical properties

Organic light emitting diodes

Show All Keywords

Keywords/Phrases

Search In:

Publication Years