Conjugated materials research

Adding color to molecules.....

MRR Lab

Research Group

Research

The development of π-conjugated compounds is at the forefront of research to benefit from their unique optical and semiconducting properties and pay the way for the emergence of organic electronic applications. The unique advantage of organic materials vs inorganic counterparts is their structural tunability with respect to the desired applications. Extension of π-delocalization from small molecules to one-dimensional (1D) polymers produce superior optical and electronic properties. However, further extension of π-delocalization to the second dimension (2D) is expected to give rise to even more fascinating properties.

Our research group focus on discovering novel π-conjugated molecules (small molecules, Oligomers, and one-/two-dimensional polymers) having special electronic and optical properties. Further, we explore the potentiality of the developed systems for the application in sensing (fluorescent, electronic and chemiresistive), conductivity, photocatalysis and electrochromism etc.

  • 𝝅-conjugated organic and inorganic compounds for optoelectronics
  • Polycyclic aromatic hydrocarbons with ground state open shell biradicals
  • NIR-absorbing and emissive materials
  • Organic fluorescent materials for ion and explosives sensing
  • 𝝅-conjugated two-dimensional organic polymers

Selected Abstracts

π-conjugated small molecules

Vinylene and cyanovinylene thiophene compounds via C-H activation

DOI:10.1039/D30B00560G

1D π-conjugated molecules

An electronic biosensor based on semiconducting tetrazine polymer immobilizing matrix coated on rGO for carcinoembryonic antigen

DOI:10.1038/s41598-022-06976-0

Environmental sensors

An electronic biosensor based on semiconducting tetrazine polymer immobilizing matrix coated on rGO for carcinoembryonic antigen

DOI:10.1038/s41428-022-00667-3

2D π-conjugated molecules

Acid-Modulated Synthesis of Novel π-Conjugated Microporous Polymers for Efficient Metal-Free Photocatalytic Hydrogen Evolution

DOI:10.1038/s41598-022-06976-0

Selectively sensing amines through aldehyde-functional conjugated microporous organic polymers via Pd-catalyzed direct arylation

DOI:10.1038/s41428-022-00736-7

Research Team

Meet the 𝝅-conjugated molecules laboratory group.

Rajesh

Principle Investigator

PhD Students

Aswani Raj K

2019 - present

E-mail:193042001@iitdh.ac.in

Atul Babasaheb Nipate

2019 - present

E-mail:193041001@iitdh.ac.in

Vinutha K V

2021-present

E-mail:202053001@iitdh.ac.in

Abhijeet Vitthal Kamble

2021 - present

E-mail:212041001@iitdh.ac.in

Post doctoral fellow

Aravind R Nesaragi

2023 - present

E-mail:updating soon

JRF Students

Yeshvanth S

2023 - present

E-mail:yeshvanths@iitdh.ac.in

Project Associate

Chalavadi Chetana

Interns

Apoorva Muragod

Alumni

PhD students

Monika Bai M G

Graduated(2023)

Master students

Kashinath Sajjan

August-December,2021

Pursuing B.Ed

BhavaniShankar Gowda Patil

February and April,2022

Completed Masters

Maharudrayya Pujar

March-September, 2022

R&D Chemist, Kluber lubrication India Private limited

Potluri Adinarayana

February-May,2023

Completed Masters



M. Rajeswara Rao (MRR)

Click for my CV

Employement

  • Associate Professor (2023 - Present)
    Indian Institute of Technology Dharwad

    Department of Chemistry

  • Assistant Professor (2017 - 2023)
    Indian Institute of Technology Dharwad

    Department of Chemistry

  • Post-Doctoral Fellow (2013 - 2016)
    McGill University Canada

    Advisor: Prof. Dmitrii F Perepichka

  • Post-Doctoral Fellow (2011 - 2013)
    Academia sinica, Taipei,Taiwan

    Advisor: Dr. Shih-Sheng Sun

Education

  • PhD (2011)
    Department of Chemistry, IIT Bombay

    Thesis: Synthesis and Studies of porphyrine and boron-dipyrromethane base fluorecent system

    Advisor: Prof. M Ravikanth

  • M.Sc. (2004)
    Andhra University
  • B.Sc. (2002)
    Andhra University

Publications

Journal Papers

  1. K. Aswani Raj and M. Rajeswara Rao*"Para-Azaquinodimethane Integrated Quinoidal Conjugated Microporous Polymer" J. Mater. Chem. C, 2023, Accepted Manuscript.https://doi.org/10.1039/D3TC02233A
  2. K. Aswani Raj and M. Rajeswara Rao*"Synthesis of p‑Azaquinodimethane-based Quinoidal Fluorophores" J. Org.Chem.2023,XXX,XXX−XXX.https://doi.org/10.1021/acs.joc.3c01342
  3. Bai, M. G. M.; Atul B. Nipate and M. Rajeswara Rao*"Blue-to-Red-Emissive Star-Shaped Boranils" Chemistry select. 2023,8, e202301039. https://doi.org/10.1002/slct.202301039
  4. Vinutha K. Venkatareddy; Manish Kumar; Vijay Pal Singh and M. Rajeswara Rao* "ESIPT-Active Pyrene-imidazole Fluorophores: Ground-State Intramolecular Proton Transfer (GSIPT), Dual Solid- and Solution-State Emission plus Counter-Intuitive Crystal Packing" ChemPhotoChem. 2023, Advance Article. https://doi.org/10.1002/cptc.202300115
  5. Abhijeet V. Kamble; K. Aswani Raj and M. Rajeswara Rao* "Synthesis of Tetrazine-Tetracyanobutadienes and Their Transformation to Pyridazines via Inverse-electron Demand Diels-Alder Cycloaddition (IEDDA)" Org. Biomol. Chem. 2023, 21, 5790-5798. DOI https://doi.org/10.1039/D3OB00595J
  6. Enoch, S., Nipate, A.B. and Vellanki, L.and M. Rajeswara Rao* Croconic acid derived narrow band gap conjugated microporous polymer. Chem Comm. 2023,59, 8846-8849. https://doi.org/10.1039/D3CC01701J
  7. Atul B. Nipate and M. Rajeswara Rao* "Solid-state red-emissive (cyano)vinylene heteroaromatics via Pd-catalysed C–H homocoupling" Org. Biomol. Chem. 2023, 19, 4123-4129. https://doi.org/10.1039/D3OB00560G
  8. K. Laxman; Yuxuan Che; K. Aswani Raj; D. F. Perepichka* and M. Rajeswara Rao* "Trifluoroacetic acid promoted unexpected visible to NIR switching of ketoenamine-substituted triphenylamines" J. Mater. Chem. C. 2023, 11, 2680-2687. https://doi.org/10.1039/D2TC04959G
  9. Bai, M. G. M.; Atul B. Nipate and M. Rajeswara Rao* "Selectively sensing amines through aldehyde-functional conjugated microporous organic polymers via Pd-catalyzed direct arylation" Polym. J. 2023, 55,133–140. https://doi.org/10.1038/s41428-022-00736-7
  10. K. Aswani Raj;Sowmya Joshi; Ruma Gosh* and M. Rajeswara Rao* "Structural tailoring of semiconducting tetrazine polymers based immobilizing matrix for superior electronic biosensing of carcinoembryionic antigen" Polym. Adv. Technol. 2023, 34, 1331-1340. https://doi.org/10.1002/pat.5973
  11. Bai, M. G. M.; K. Bramhaiah; S. Bhattacharya * and M. Rajeswara Rao* "Acid-modulated Synthesis of Novel pi-conjugated Microporous Polymers for efficient Metal-free Photocatalytic Hydrogen Evolution" Chem. Eur. J. 2022, e202202023. https://doi.org/10.1002/chem.202202023
  12. K. Aswani Raj; Gorthala Guruprasad; Ruma Gosh* and M. Rajeswara Rao* "Tetrazine-based 1D polymers for the selective chemiresistive sensing of nitrogen dioxide via the interplay between hydrogen bonding and n-heteroatom interactions" Polym. J. 2022, 54, 1191-1201. https://doi.org/10.1038/s41428-022-00667-3
  13. Sowmya Joshi; K. Aswani Raj; M. Rajeswara Rao* and Ruma Gosh* "An electronic biosensor based on semicondcuting tetrazine polymer immobilizing matrix coated on rGO for carcinaembryonic antigen" Sci. Rep. 2022, 12, 1-14. doi: 10.1038/s41598-022-06976-0
  14. Bai, M. G. M.; Babu, H. V.; V. Lakshmi* and M. Rajeswara Rao* "Structure–property–function relationship of fluorescent conjugated microporous polymers" Mater. Chem. Front. 2021, 5, 2506−2551. https://doi.org/10.1039/D0QM00769B
  15. G. Galeotti, F. De Marchi, E. Hamzehpoor, O. MacLean, M. Rajeswara Rao, Y. Chen, L. V. Besteiro, D. Dettmann, L. Ferrari, F. Frezza, P. M. Sheverdyaeva,R. Liu, A. K. Kundu, P. Moras, M. Ebrahimi, M. C. Gallagher, F. Rosei, D. F. Perepichka, G. Contini. "Synthesis of mesoscale ordered 2D π-conjugated polymer with semiconducting properties" Nature. Mater. 2020, 19, 874. https://doi.org/10.1038/s41563-020-0682-z
  16. Lakshmi, V.; Liu, C.-H.; Rajeswara Rao, M.; Chen, Y.; Yuan, F.; Hamzehpoor, E.; Sakai-Otsuka, Y.; Stein, R. S.; Perepichka, D. F. "A two-dimensional poly (azatriangulene) covalent organic framework with semiconducting and paramagnetic state" J. Am. Chem. Soc. 2020, 142, 2155. https://doi.org/10.1021/jacs.9b11528
  17. De Marchi, F.; Galeotti, G.; Simenas, M.; Gallagher, M.; Hamzehpoor, E.; MacLean, O.; Rajeswara Rao, M.; Chen, Y.; Dettmann, D.; Contini, G.; Tornau, E.; Ebrahimi, M.; Perepichka, D. F.; Rosei, F. "Temperature induced Molecular reorganization on Au(111) driven by oligomeric Defects" Nanoscale. 2019, 11, 19468. https://doi.org/10.1039/C9NR06117G
  18. Babu, H. V.; Bai, M. G. M. and Rajeswara Rao, M.* "Functional π-Conjugated Covalent Organic Frameworks" ACS Appl. Mater. Interfaces 2019, 11, 11029. https://doi.org/10.1021/acsami.8b19087
  19. Isar, P.; Rajeswara Rao, M.; Ravikanth, M. “Synthesis, Characterization, Sensing and Coordination Properties of Trans-Homoporphodimethenes” Eur. J. Org. Chem. 2018,. https://doi.org/10.1002/ejoc.201800264
  20. Kumar. S.; Rajeswara Rao, M.; Ravikanth, M. “Stable Core-modified Doubly N-confused Expanded Dibenzoporphyrinoids” J. Org. Chem. 2018, 83, 1584. https://doi.org/10.1021/acs.joc.7b02851
  21. Alka, A.; Pareek, Y.; Shetti, V. S.; Rajeswara Rao, M.; Theophall, G. G.; Lee, W. Z.; Lakshmi, K. V.; Ravikanth, M. “Construction of Novel Cyclic Tetrads by Axial Coordination of Thiaporphyrins to Tin(IV)Porphyrins” Inorg. Chem. 2017, 56, 13913. https://doi.org/10.1021/acs.inorgchem.7b01966
  22. Kumar, A.; Rajeswara Rao, M.; Lee, W. Z.; Ravikanth, M. “Hybrid Macrocycles of Subporphyrins and Triphyrins” Org. Lett. 2017, 19, 5924. https://doi.org/10.1021/acs.orglett.7b02919
  23. Sharma, R.; Rajeswara Rao, M.; and Ravikanth, M. “a-Pyrrolyl Dipyrrins as Suitable Ligands for Coordination chemistry” Coord. Chem. Rev. 2017, 348, 92. https://doi.org/10.1016/j.ccr.2017.08.002
  24. Lijia. L; Filip. P; Rajeswara Rao, M; and Perepichka, D. F.* “A Wide Bandgap Naphthalene Semiconductor for Thin-film Transistors” Adv. Electron. Mater. 2017, 3, 1600556. https://doi.org/10.1002/aelm.201600556
  25. Rajeswara Rao, M; Fang, Y.; DeFeyter, S. and Perepichka, D. F.* “Conjugated Covalent Organic frameworks via Michael Addition-Elimination” J. Am. Chem. Soc. 2017, 139, 2421. https://doi.org/10.1021/jacs.6b12005
  26. Rajeswara Rao, M; Johnson, S.; and Perepichka, D. F.* “Aromatization of Benzannulated Perylene-8,16-diones: Photophysical Properties and Reactivity” Org. Lett. 2016, 18, 3574-3577. https://doi.org/10.1021/acs.orglett.6b01559
  27. Rajeswara Rao, M; Black, H. T.; and Perepichka, D. F.* “Synthesis and divergent electronic properties of two ring-fused derivatives of 9,10-diphenylanthracene” Org. Lett. 2015, 17, 4224-4227. https://doi.org/10.1021/acs.orglett.5b02009
  28. Rajeswara Rao, M; Desmecht, A and Perepichka, D. F.* “π-Extended indenofluorenes” Chem. Eur. J. 2015, 21, 6193-6201. https://doi.org/10.1002/chem.201406646
  29. Chia-Wei Liao; Rajeswara Rao, M and Shih-Sheng Sun,* “Structural diversity of new solid-state luminophores based on quinoxaline--ketoiminate boron difluoride complexes with remarkable switching properties” Chem. Commun. 2015, 51, 2656-2659. https://doi.org/10.1039/C4CC08958H
  30. Lakshmi, V; Rajeswara Rao, M and Ravikanth, M,* “Halogenated Boron-dipyrromethenes: Synthesis, Properties and Applications” Org. Biomol. Chem. 2015, 13, 2501-2517. https://doi.org/10.1039/C4OB02293A
  31. Kaur, T; Rajeswara Rao, M and Ravikanth, M,* “Multi-porphyrin arrays on cyclotriphosphazene scaffolds” Inorg. Chem. 2014, 53, 11051-11059. https://doi.org/10.1021/ic501569e
  32. Rajeswara Rao, M and Shih-Sheng Sun,* “Supramolecular assemblies amide-derived organogels featuring rigid π-conjugated phenylethynyl frameworks” Langmuir 2013, 29, 15146-15158 (Invited Feature article). https://doi.org/10.1021/la402449e
  33. Rajeswara Rao, M.; Chia-Wei Liao and Shih-Sheng Sun,* “Structurally simple thienodipyrandione-containing reversible fluorescent switching piezo- and acido-chromic materials” J. Mater. Chem. C 2013, 1, 6386-6394. DOI https://doi.org/10.1039/C3TC31504E
  34. Rajeswara Rao, M.; Chia-Wei Liao.; Wei-Lin Su and Shih-Sheng Sun,* “Quinoxaline based D-A-D molecules: high contrast reversible solid-state mechano- and thermo- responsive fluorescent materials” J. Mater. Chem. C 2013, 1, 5491-5501. DOI https://doi.org/10.1039/C3TC31179A
  35. Rajeswara Rao, M and Ravikanth, M,* “Synthesis of functionalized core-modified sapphyrins and covalently linked porphyrin-sapphyrin dyads” Tetrahedron 2012, 68, 1306-1314. https://doi.org/10.1016/j.tet.2011.11.030
  36. Khan, T. K.; Jana, S. K.; Rajeswara Rao, M.; Shaikh, M. S. and Ravikanth, M.* “Synthesis and electronic properties of meso-furyl boron-dipyrromethenes” Inorg. Chim. Acta 2012, 383, 257-266. https://doi.org/10.1016/j.ica.2011.11.017
  37. Rajeswara Rao, M.; Manu T. T, Suresh, B. and Ravikanth, M.* “Synthesis of BF2 complexes of prodigiosin type oligopyrroles” J. Org. Chem. 2011, 76, 7263-7268. https://doi.org/10.1021/jo201183s
  38. Rajeswara Rao, M. and Ravikanth, M.* “Boron complexes of oxasmaragdyrin, a core-modified expanded porphyrin” J. Org. Chem. 2011, 76, 3582-3587. https://doi.org/10.1021/jo200295b
  39. Madhu, S.; Rajeswara Rao, M.; Shaikh, M. S. and Ravikanth, M.* “3, 5-Diformyl Boron-dipyrromethenes as Fluorescent pH sensors” Inorg. Chem. 2011, 50, 4392-4400. https://doi.org/10.1021/ic102499h
  40. Rajeswara Rao, M.; Ghosh, A. and Ravikanth, M.* “Synthesis, spectral and electrochemical properties of cyclotriphosphazene appended with six metalloporphyrins” Inorg. Chim. Acta 2011, 372, 436-441.https://doi.org/10.1016/j.ica.2011.03.021
  41. Rajeswara Rao, M. and Ravikanth, M.* “Synthesis and anion binding studies of covalently linked porphyrin-expanded heteroporphyrin dyads” Eur. J. Org. Chem. 2011, 1335-1345. https://doi.org/10.1002/ejoc.201001482
  42. Khaderbad, M. A.; Roy, U.; Yedukondalu, M.; Rajeswara Rao, M.; Ravikanth, M.* and Rao, V. R. “Variable interface dipoles of metallated porphyrin self-assembled monolayers for metal-gate work function tuning in advanced CMOS technologies” IEEE Transactions on Nanotechnology 2010, 9, 335-337. 10.1109/TNANO.2010.2043681
  43. Khan, T. K.; Rajeswara Rao, M. and Ravikanth, M.* “Synthesis and photophysical properties of 3,5-bis(oxopyridinyl)- and 3,5-bis(pyridinyloxy)-substituted boron-dipyrromethenes” Eur. J. Org. Chem. 2010, 2314-2323. https://doi.org/10.1002/ejoc.200901460
  44. Rajeswara Rao, M.; Pavan Kumar, K. V. and Ravikanth, M.* “Synthesis of boron-dipyrromethene ferrocene conjugates” J. Organomet. Chem. 2010, 695, 863-869. https://doi.org/10.1016/j.jorganchem.2010.01.009
  45. Rajeswara Rao, M.; Mobin, S. M. and Ravikanth, M.* “Boron-dipyrromethene based specific chemodosimeter for fluoride ion” Tetrahedron 2010, 66, 1728-1734. https://doi.org/10.1016/j.tet.2009.12.039
  46. Rajeswara Rao, M.; Bolligarla, R.; Butcher, R. J. and Ravikanth, M.* “Hexa boron-dipyrromethene cyclotriphosphazenes: Synthesis, crystal structure, and photophysical properties” Inorg. Chem. 2010, 49, 10606-10616.https://doi.org/10.1021/ic1016092
  47. Rajeswara Rao, M.; Gayatri, G.; Amit, K.; Sastry, G. N.* and Ravikanth, M.* “Cyclotriphosphazene ring as a platform for multiporphyrin assemblies” Chem. Eur. J. 2009, 15, 3488-3496. https://doi.org/10.1002/chem.200802413

Patents

  1. Sowmya Joshi, K Aswani Raj,and M Rajeswara Rao,* and Ruma Gosh* “An electronic biosensor for detection of carcinoembryonic antigen” Indian patent, 2021 (File no: ).
  2. Rajeswara Rao, M. and Ravikanth, M.* “A simple method for the synthesis of biocompatible 3-pyrrolyl boron-dipyrromethenes” Indian patent, 2011 (File no: 1443/mum/2011).

Book Chapters

  1. Aswani Raj K, Rajeswara Rao, M. * Book chapter: Crystalline Two-dimensional Organic Porous Polymers (Covalent Organic Frameworks) for Photocatalysis. Title of the book: Materials Science in Photocatalysis, Elsevier 2021.
  2. Rajeswara Rao, M. and Shih-Sheng Sun.* “Supramolecular assemblies of organogels featuring pi-conjugated framework with long-chain dicarboxamides” Chapter, Pan Stanford Publishing, 2012.

Teaching

UG Courses

  • Introduction to sophisticated charcterization technique
  • Chemistry for engineers (CH101)
  • Chemistry laboratory (CH 111)
  • Sustainable energy and energy materials

PG Courses

  • Topics in chemistry
  • Optical and electronic properties of π-conjugated compounds
  • Organometallic chemistry
  • Battery technology and thermal management

News

  • Hearty congratulations Aswani for JMCC paper.
  • Hearty congratulations Aswani for the patent.
  • Hearty congratulations Aswani for JOC paper.

Contact

You may contact me through email or over phone. To join our research group, send an email to me and keep watching at the institute webpage for vacancies.

Location:

Department of Chemistry, IIT Dharwad, WALMI campus, Karnataka, India 580011.

Email:

rajesh@iitdh.ac.in

Call:

+91 836 2212 834

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