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Growth, structural, optical, thermal and mechanical properties of morpholinium 3,5-Dinitrosalicylate single crystals for nonlinear optical applications

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Abstract

A novel third-order nonlinear optical (NLO) active organic adduct, morpholinium 3,5-dinitrosalicylic acid M35DS was synthesized and single crystals of size 10 × 6 × 5 mm3 were grown from an aqueous solution by adopting the slow evaporation solution technique (SEST). The formation of a new crystalline adduct was confirmed by single crystal X-ray diffraction (SXRD) technique, and it revealed that the grown single crystals belong to the monoclinic crystal system with centrosymmetric space group C2/c. Powder X-ray diffraction (PXRD) and Fourier Transform Infrared (FTIR) spectroscopy techniques have been used to determine the phase purity and verify the presence of multifarious functional groups in the grown crystals, respectively. The determined optical properties by the UV–Vis-NIR transmittance analysis reveal that the grown M35DS crystal possesses an attractive optical transmittance in the visible and NIR regions with a lower cutoff wave length at 445 nm and these features are more appropriate for many emerging optical fields. The mechanical hardness of the grown single crystal was evaluated by the Vickers microhardness test at room temperature. Besides, the grown single crystal showed relatively good thermal stability of about 191 °C, which was determined by simultaneously recorded thermogravimetric (TG) and differential thermal analysis (DTA). The third-order nonlinear optical (NLO) properties were investigated using single beam Z-scan technique with an excitation source of a continuous wave laser at 532 nm. From this analysis, it is confirmed that the grown crystal exhibits a strong reverse saturable absorption, self-defocusing refraction and high third-order nonlinear susceptibility (χ3), which satisfies the requirements for designing standard third-order NLO devices.

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Data availbility

The whole datasets generated during and/or analysed during the current study are available from the corresponding author on reasonable request.

References

  1. R. Vivekanandhan, S. Santhanakrishnan, B. Deepanraj, V. Geetha Palani, Chithambaram., Investigation on novel bulk size single crystal of glycine with metal ions grown by solution growth method for photonic applications. J. Mat. Let. 257, 126674 (2019)

    Article  CAS  Google Scholar 

  2. R. Sakunthaladevi, L. Jothi, Chemical growth dynamics Of 4-Methyl-4-Hydroxy benzylidene aniline nlo single crystal structure and spectroscopic applications. J. Mol. Str. 1233, 130054 (2021)

    Article  CAS  Google Scholar 

  3. M. Shkir, M.A. Manthrammel, M.A. Sayed, T. Alshahrani, I.S. Yahia, V. Ganesh, H.Y. Zahran, H. Algarni, S. AlFaify, Seed supported solution growth and characterization Of L-Alanine single crystals for optoelectronics. J. Cry. Grow. 126041, 560–561 (2021)

    Google Scholar 

  4. C. Shruthi, V. Ravindrachary, B. Guruswamy, D.J. Prasad, J. Goveas, K. Kumara, N.K. Lokanath, Molecular structure, hirshfeld surface and density functional theoretical analysis Of A Nlo active chalcone derivative single crystal—a quantum chemical approach. J. Mol. Str. 1228, 129739 (2021)

    Article  CAS  Google Scholar 

  5. G. Durgababu, G.J. Nagaraju, G. Bhagavannarayana, Effect of malachite green dye doping in tristhiourea Zinc (Ii) Sulphate single crystal—a potential nonlinear optical material. J. Mat. Sci. Mat. Ele. 32, 2564–3257 (2021)

    Article  CAS  Google Scholar 

  6. N. Debabrata Nayak, M.K. Vijayan, B. Mahak Vij, G.G. Sridhar, R.P. Pant, Bulk growth of iminodiacetic acid single crystal and its characterization for nonlinear optical applications. J. Bu. Mat. Sci. 44, 55 (2021)

    Article  CAS  Google Scholar 

  7. V. Revathi Ambikaa, D. Jayalakshmi, K. Narendranb, S. Athimoolamc, M.F. Valand, P. Kamalarajand, J. Irshad Ahamed, Growth, structural, spectral, optical and thermal studies of a novel third-order nonlinear optical single crystal: Piperazine-1,4-Diium Bis(2, 4-Dichlorobenzoate). J. Mol. Str. 1225, 129292 (2021)

    Article  CAS  Google Scholar 

  8. R.O.M.U. Paavai Era, P. Jauhar, P. Vivek, Murugakoothan, investigation on the optical, electronic, mechanical and thermal parameters of guanidinium p-toluenesulfonate single crystal for opto-electronic applications. J. Mat. Che. Phy. 257, 123647 (2021)

    Article  CAS  Google Scholar 

  9. S. Vediyappana, A. Raja, M. Vijayan, S.P. Muthu, R. Perumalsamy, Synthesis, crystal growth, physico-chemical and quantum chemical investigations on 2A5NPTCA single crystal: a promising candidate for NLO and optical limiting applications. J. Mol. Str. 1243, 130715 (2021)

    Article  CAS  Google Scholar 

  10. K. Ramachandran, V. Arumugam Raja, M.S. Mohankumar, P.R. Pandian, Growth and characterization of 4-Methyl-3-Nitrobenzoic Acid (4M3N) single crystal by using vertical transparent bridgman-stockbarger method for NLO applications. J. Phy. B: Con. Mat. 562, 82–93 (2019)

    Article  CAS  Google Scholar 

  11. G. Smith, U.D. Wermuth, P.C. Healy, J.M. White, White. 3,5-Dinitrosalicylic Acid In Molecular Assembly III, Proton-transfer compounds Of 3,5-Dinitrosalicylic acid with the polycyclic aromatic and heteroaromatic amines and overall series structural systematics. J. Aust. J. Chem. 56, 707 (2003)

    Article  CAS  Google Scholar 

  12. A. Arunkumar, P. Ramasamy, Studies on the structure, growth and characterization of morpholinium perchlorate single crystals. J. cry. Grw. 388, 124–131 (2014)

    Article  CAS  Google Scholar 

  13. P. Szklarz, M. Owczarek, G. Bator, T. Lis, K. Gatner, R. Jakubas, Crystal structure, properties and phase transitions of morpholinium tetrafluoroborate [C4H10NO][BF4]. J. mol. Str. 929, 98–57 (2009)

    Article  CAS  Google Scholar 

  14. G.S. Bahraa, P.A. Chalonerb, L.M. Duttab, W. Healya, P.B. Hitchcock, Crystal growth and hydration effects in morpholinium 4-Hydroxybenzoate (M4HB). J. Cry. Gro. 225, 474–478 (2001)

    Article  Google Scholar 

  15. G. Shanmugam, K. Ravi Kumar, B. Sridhar, S. Brahadeeswaran, Synthesis, structure, growth and characterization of a novel organic NLO single crystal: morpholin-4-Ium P-Aminobenzoate. J. Mat. Res. Bull. 47, 2315–2323 (2012)

    Article  CAS  Google Scholar 

  16. M. Owczarek, P. Szklarz, M. Moskwa, R. Jakubas, Morpholinium Chloroindate (iii) complex: a rare acentric structural arrangement leading to piezoelectric properties. J. Cry. 20, 703–709 (2018)

    CAS  Google Scholar 

  17. G. Smith, Crystal structure of morpholin-4-Ium Cinnamate. J. Act. Cry. E. 71, 850–851 (2015)

    Article  CAS  Google Scholar 

  18. R. Bhuvaneswari, B. Subsh, K. Sakthi Murugesan, Spectral, optical and quantum chemical analysis of morpholinium cinnamate single crystal. J. AIP. Con. Pro. 2100, 020053 (2019)

    Article  CAS  Google Scholar 

  19. S. Swaminathan, G.S. Murthy, L. Lessinger, Morpholinium nitrate. J. Act. Cry. B32, 3140 (1976)

    Article  CAS  Google Scholar 

  20. M.S. Grigoriev, K.E. German, A.Y. Maruk, Morpholinium perchlorate. J. Act. Cry. Se. E64, o390 (2008)

    Article  CAS  Google Scholar 

  21. M.A. Obregón-Mendoza, M.M. Estévez-Carmona, C. Escobedo-Martínez, M. Soriano-Garcia, R.G. Enríquez, Facile preparation of 1,2-Diols from chalcones: an NMR spectroscopy and X-Ray crystallography study. Int. J. Org. Chem. 5, 137 (2015)

    Article  CAS  Google Scholar 

  22. G.M. Sheldrick, A short history of SHELX. J. Aca. Cry. Sec. Fou. Cry. 64(1), 112–122 (2008)

    CAS  Google Scholar 

  23. G.M. Sheldrick, Crystal structure refinement with SHELXL. J. Act. Cry. Sec. C. Str. Che. 71(1), 3–8 (2015)

    Google Scholar 

  24. M. Nardelli, PARST95–an update to PARST: a system of fortran routines for calculating molecular structure parameters from the results of crystal structure analyses. J. App. Cry. 28(5), 659–659 (1995)

    Article  CAS  Google Scholar 

  25. L.J. Farrugia, WinGX and ORTEP for windows: an update. J. App. Cry. 45(4), 849–854 (2012)

    Article  CAS  Google Scholar 

  26. A.L. Spek, Structure validation in chemical crystallography. J. Acta. Cry. Sec. D. Bio. Cry. 65(2), 148–155 (2009)

    Article  CAS  Google Scholar 

  27. C.F. Macrae, I.J. Bruno, J.A. Chisholm, P.R. Edgington, P. McCabe, E. Pidcock, P.A. Wood, Mercury CSD 20–new features for the visualization and investigation of crystal structures. J. App. Cry. 41(2), 466–470 (2008)

    Article  CAS  Google Scholar 

  28. H.T. Varghese, C. Yohannan Panicker, D. Philip, J. Chowdhury, M. Ghosh, IR, Raman and SERS spectra of 3,5-dinitrosalicylic acid. J. Ram. Spe. 38, 323–331 (2007)

    Article  CAS  Google Scholar 

  29. P. Justin, K. Anithaa, S.S.R. Inbanathanb, G. Gieste, M. Fleck, Growth, structural, thermal, mechanical, optical and third order nonlinear optical studies of 3-hydroxy 2-nitropyridine single crystal. J. Opt. Mat. 86, 562–570 (2018)

    Article  CAS  Google Scholar 

  30. M. Senthil Pandian, P. Ramasamy, B. Kumar, A comparative study of ferroelectric triglycine sulfate (TGS) crystals grown by conventional slow evaporation and unidirectional method. J. Mat. Res. Bul. 47, 1587–1597 (2012)

    Article  CAS  Google Scholar 

  31. S. Ariponnammal, S. Chandrasekaran, C. Sanjeeviraja, Low temperature photoluminescence study on zinc tristhioureasulphate single crystal. Dig. J. nanBio. 7, 944–957 (2012)

    Google Scholar 

  32. K. Ramachandran, P. Vijayakumar, A. Raja, V. Mohankumar, G. Vinitha, M. Senthil Pandian, P. Ramasamy, Investigations on 4-methyl benzophenone (4MB) single crystal grown by Czochralski method and its characterization. J. mat. Sci: Mat. Ele. 29, 8571–8583 (2018)

    CAS  Google Scholar 

  33. K. Ramachandran, V. Arumugam Raja, M.S. Mohankumar, P.R. Pandian, Experimental and theoretical approach of organic 4,4′-dimethylbenzophenone (DMBP) single crystal for NLO application. J. Opt. LasTec. 119, 105640 (2019)

    CAS  Google Scholar 

  34. P.R. Kumar, V. Ravindrachary, K. Janardhana, H.R. Manjunath, P. Karegouda, V. Crasta, M.A. Sridhar, Optical and structural properties of chalcone NLO single crystals. J. Mol. Str. 1005, 1–7 (2011)

    Article  CAS  Google Scholar 

  35. S. Karan, S.P. Sen Gupta, Vickers microhardness studies on solution-grown single crystals of magnesium sulphate hepta-hydrate. J. Mat. Sci. Eng. A. 398, 198–203 (2005)

    Article  CAS  Google Scholar 

  36. T. Kamalesh, P. Karuppasamy, M.S. Pandian, P. Ramasamy, S. Verma, Synthesis, crystal growth, and physicochemical characterization of 4-aminopyridinium 4-nitrophenolate 4-nitrophenol (4AP4NP) single crystals for NLO applications. J. Mat. Sci. Mat. 32, 6141–6157 (2021)

    Article  CAS  Google Scholar 

  37. P. Jayaprakash, P. Sangeetha, M. Peer Mohamed, G. Vinitha, S. Muthu, M. Prakash, M. Lydia Caroline, Growth and characterization of dl-Mandelic acid (C6H5CH (OH) CO2H) single crystal for third-order nonlinear optical applications. J. Mol. Str. 1148, 314–321 (2017)

    Article  CAS  Google Scholar 

  38. R. Paavai Era, G. Jauhar, P.M. Vinitha, Synthesis, growth, structural modeling and physio-chemical properties of a charge transfer molecule: guanidinium tosylate. J. Opt. Las. Tec. 101, 127–137 (2018)

    Article  CAS  Google Scholar 

  39. S. Karthicka, K. Thirupugalmania, G. Shanmugamb, V. Kannanc, S. Brahadeeswaran, Experimental and quantum chemical studies on N—H-O hydrogen bonded helical chain type Morpholinium 2-chloro-4-nitrobenzoate: a phasematchable organic nonlinear optical material. J. Mol. Str. 1156, 264–272 (2018)

    Article  CAS  Google Scholar 

  40. D.R. Babu, H. Arul, R.E. Vizhi, Growth and characterization of morpholinium dihydrogenphosphate single crystal. J. Cry. Gro. (2016). https://doi.org/10.1016/j.jcrysgro.2016.02.023

    Article  Google Scholar 

  41. R. Renugadevi, R. Kesavasamy, Investigation on growth, structural, spectral, optical and mechanical properties of an organic nonlinear optical material: morpholinium hydrogen tartrate (MHT). J. Adv. Cond. Mat. Phy. (2014). https://doi.org/10.1155/2014/834760

    Article  Google Scholar 

  42. D. Shyamala, R. Rathikha, K. Gomathi, Growth and characterization of morpholium cadmium acetoperchlorate single crystal. J. Eng. Res. App. 6, 42–49 (2016)

    Google Scholar 

  43. L. Jayanthi, N. Prabavath, Nonlinear optical properties of methanesulphonyl morpholinium (MSM) single crystals grown by conventional and sankaranarayanan-ramasamy method. J. Eng. Sci. Res. Tec. (2017). https://doi.org/10.5281/zenodo.1002707

  44. N. Vijayan, M. Vij, P. Kumar, B. Singh, S. Das, H. Soumya, Assessment of the imperative feature of an 1-arginine 4-nitrophenolate 4-itrophenol dehydrate single crystal for non linear optical application. Mater. Chem. Front. 6, 1107–1117 (2017)

    Google Scholar 

  45. R. Bhuvaneswari, G. Vinitha, K. Sakthi Murugesan, Crystal growth, optical, physicochemical and third-order nonlinear optical studies of morpholinium oxalate: a new organic single crystal for optical limiting application. J. Appl. Phy. A. 125(6), 1–10 (2019)

    CAS  Google Scholar 

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Acknowledgements

The authors acknowledge Dr.Viswanathan Vijayan, Post Doctoral Research Fellow in the Department of Biophysics, AIIMS, New Delhi for his support in structure solving procedure using Single-crystal X-ray diffraction (SXRD) analysis. Faculties at Research Centre, SSN University, Chennai are acknowledged for their help towards basic characterization.

Funding

The authors acknowledge the financial support from CSIR sanction, Government of India, through Project Ref No.03 (1413)/17/EMR-II dated 09.05.2017 during this work.

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All authors contributed to the study’s conception and design. Material preparation, data collection and analysis were performed by TM and GV. All authors have read and approved the final manuscript.

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Correspondence to G. Vinitha.

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Maadhu, T., Vinitha, G. Growth, structural, optical, thermal and mechanical properties of morpholinium 3,5-Dinitrosalicylate single crystals for nonlinear optical applications. J Mater Sci: Mater Electron 33, 20911–20928 (2022). https://doi.org/10.1007/s10854-022-08898-z

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