Structure–property relationships in multi-stimuli responsive BODIPY-biphenyl-benzodithiophene TICT rigidochromic rotors exhibiting (pseudo-)Stokes shifts up to 221 nm

Literature Information

Publication Date 2020-10-15
DOI 10.1039/D0CP04579A
Impact Factor 3.676
Authors

Sushil Sharma, Zimu Wei, Ferdinand C. Grozema, Sanchita Sengupta


View Original

Abstract

Structure–property relationships of donor–π–acceptor (D–π–A) type molecular dyad (pp-AD) and triads (pp-ADA and Me-pp-ADA) based on benzodithiophene and BODIPY with biphenyl spacers have been reported. Rotors pp-AD and pp-ADA showed efficient twisted intramolecular charge transfer (TICT) with near infrared (NIR) emissions at ∼712 nm and ∼725 nm with (pseudo-)Stokes shifts of ∼208 nm and ∼221 nm, respectively, and prominent solvatochromism. A structurally similar triad, Me-pp-ADA, with tetramethyl substituents on the BODIPY core instead was TICT inactive and exhibited excitation energy transfer with a transfer efficiency of ∼88% as revealed using steady state emission and transient absorption measurements. Rotors pp-AD and pp-ADA showed NIR emission with an enhancement in intensity with the addition of water in THF solution as well as a pronounced change in emission intensity with temperature and viscosity variations, which justify their utility as temperature and viscosity sensors. Furthermore, the linear correlation of lifetime with fluorescence intensity ratios of the donor and acceptor justifies the rigidochromic behaviour of these rotors.

Related Literature

Highly porous PProDOT-Et2 film as counter electrode for plastic dye-sensitized solar cells

Kun-Mu Lee, Chih-Yu Hsu, Po-Yen Chen, Masashi Ikegami, Tsutomu Miyasaka, Kuo-Chuan Ho

2009-02-23 Communication

DOI: 10.1039/B823011K

Two-dimensional network stability of nucleobases and amino acids on graphite under ambient conditions: adenine, l-serine and l-tyrosine

Ilko Bald, Sigrid Weigelt, Xiaojing Ma, Pengyang Xie, Ramesh Subramani, Mingdong Dong, Chen Wang, Wael Mamdouh, Jianguo Wang, Flemming Besenbacher

2010-03-09 Paper

DOI: 10.1039/B924098E

Polyaniline Langmuir–Blodgett films: formation and properties

Jie Zhang, David P. Burt, Anna L. Whitworth, Daniel Mandler, Patrick R. Unwin

2009-02-26 Paper

DOI: 10.1039/B819809H

Dipole effects on molecular and electronic structures in a novel conjugate of oligo(phenyleneethynylene) and helical peptide

Hidenori Nakayama, Tomoyuki Morita, Shunsaku Kimura

2009-03-10 Paper

DOI: 10.1039/B817685J

Inside front cover

Front/Back Matter

DOI: 10.1039/C004644M

Bifunctional polyacrylamide based polymers for the specific binding of hexahistidine tagged proteins on gold surfaces

Lucas B. Thompson, Nathan H. Mack, Ralph G. Nuzzo

2009-12-04 Paper

DOI: 10.1039/B920713A

Effect of polymer, poly(ethylene glycol)(PEG-400), on solvent and rotational relaxation of coumarin-480 in an ionic liquid containing microemulsions

Rajib Pramanik, Souravi Sarkar, Chiranjib Ghatak, Palash Setua, Nilmoni Sarkar

2010-02-24 Paper

DOI: 10.1039/B922867E

Inside front cover

Front/Back Matter

DOI: 10.1039/C003911J

You might also like

Compound Q&A

How should waste containing 2-Ethyl-4-Methyl-1H-Imidazole-5-Carbaldehyde (CAS: 88634-80-4) be handled?

Waste containing 2-Ethyl-4-Methyl-1H-Imidazole-5-Carbaldehyde (CAS: 88634-80-4) ...

88634-80-42-Ethyl-4-Methyl-1H-...
Compound Q&A

What industries use Triethoxy(octyl)silane (CAS: 1385031-14-0)?

Triethoxy(octyl)silane (CAS: 1385031-14-0) is widely used in the pharmaceuticals...

1385031-14-0Triethoxy(octyl)sila...
Compound Q&A

Are there alternatives to 3-iodo-7-nitro-1H-indazole (CAS: 864724-64-1) in synthesis?

Several alternatives to 3-iodo-7-nitro-1H-indazole (CAS: 864724-64-1) exist in t...

864724-64-13-iodo-7-nitro-1H-in...
Compound Q&A

Are there alternatives to Benzene, bis[(trimethoxysilyl)ethyl] (CAS: 266317-71-9) in synthesis?

Yes, there are alternatives to Benzene, bis[(trimethoxysilyl)ethyl] (CAS: 266317...

266317-71-9Benzene, bis[(trimet...
Compound Q&A

Is Isothiazole-3-carbonitrile (CAS: 1452-17-1) safe?

Isothiazole-3-carbonitrile (CAS: 1452-17-1) is generally considered safe when us...

1452-17-1Isothiazole-3-carbon...
Compound Q&A

Is (3-Chlorophenyl)methanol (CAS: 873-63-2) safe?

(3-Chlorophenyl)methanol (CAS: 873-63-2) is considered low to moderately toxic. ...

873-63-2(3-Chlorophenyl)meth...
Compound Q&A

How is (2S,3S)-2-Hydroxy-3-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-3-(2-naphthyl)propanoic acid (CAS: 959583-98-3) typically synthesized?

(2S,3S)-2-Hydroxy-3-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-3-(2-naphthyl)pr...

959583-98-3(2S,3S)-2-Hydroxy-3-...
Compound Q&A

What precautions should be taken when handling Methyl 2-(bromomethyl)-5-methoxybenzoate (CAS: 788081-99-2)?

Proper handling of methyl 2-(bromomethyl)-5-methoxybenzoate requires the use of ...

788081-99-2Methyl 2-(bromomethy...
Compound Q&A

What is 6,8-Dibromoimidazo[1,2-a]pyridine-2-carboxylic acid (CAS: 904805-36-3)?

6,8-Dibromoimidazo[1,2-a]pyridine-2-carboxylic acid (CAS: 904805-36-3) is an aro...

904805-36-36,8-Dibromoimidazo[1...
Compound Q&A

Is 3-Amino-5-bromo-2-pyridinecarbonitrile (CAS: 573675-27-1) safe?

3-Amino-5-bromo-2-pyridinecarbonitrile is considered safe when handled under pro...

573675-27-13-Amino-5-bromo-2-py...

Source Journal

Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics
CiteScore: 5.5
Self-citation Rate: 10.3%
Articles per Year: 3036

Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.