Abstract
Single crystals of l-alanine oxalic acid (LAO) were grown by adopting the slow evaporation technique at room temperature. Single-crystal x-ray diffraction was used to evaluate the crystal structure of the as-grown LAO. The functional groups of LAO were identified by FT-IR spectroscopy. UV-Visible-NIR transmittance study was carried out to determine the bandgap energy. A fluorescence study was performed to obtain the emission spectrum of the LAO crystal. Vickers microhardness study was carried out to evaluate the mechanical properties of the LAO crystal. Thermogravimetric and differential thermal analysis were also conducted to investigate the thermal properties of the LAO crystal. The efficiency of the title crystal’s second harmonic generation (SHG) was investigated. The electrical properties were estimated by impedance study. A laser damage threshold (LDT) study revealed that the LAO crystal has a high laser damage threshold.
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Introduction
Organic materials are gaining research prominence due to their fascinating nonlinear optical properties in applications such as optical communication, optical computing, optical amplifiers, optical parametric oscillators, second harmonic devices, and other electro-optical devices.1 Organic materials are immensely appealing from a technical standpoint because of their inherent nonlinearity, synthetic flexibility, high laser damage threshold, and ability to modify their characteristics via functional replacements.2,3 Amino acids are chemical compounds composed of a proton donor carboxylic acid (COOH) and a proton acceptor amine (NH2) group. They are utilized to synthesize novel derivatives and as a guide for the discovery of new second- and third-order NLO [nonlinear optical] materials.4,5,6,7
l-Alanine is the smallest chiral amino acid known in nature. It has a non-reactive hydrophobic methyl group (CH3) as a side chain. Over a broad pH spectrum, l-alanine has the zwitterionic form (NH3+ and COO−) both in crystal and in an aqueous solution. The family’s simplest acentric member, l-alanine, was crystallized for the first time by Bernal and assigned to the P212121 space group.8,9,10 Earlier in the literature, the development and characterization of complexes of l-alanine single crystals were described.11 Improved nonlinear optical (NLO) characteristics are expected when l-alanine is mixed with a variety of organic and inorganic acids to form new materials.12,13
A comparative study was performed by Urit et al.14 on l-alaninium maleate (LAM) single crystal grown by the slow evaporation technique and by the Sankaranarayanan-Ramasamy (SR) method. An organic nonlinear optical material LAM was synthesized by Balasubramanian et al.15 A new nonlinear optical organic single-crystal l-alaninium fumarate (LAF) belonging to the amino acid group was grown from aqueous solution by employing a slow evaporation solution technique (SEST) by Ramachandra Raja et al.16 Good-optical-quality bulk single crystals of NLO material l-alanine formate (L-ALF) were grown successfully by a modified SR method and characterized by Justin Raj et al.17 Wojciechowski et al. have studied the photoinduced effects in l-alanine crystals.18 Novel nonlinear single crystals with large second harmonic generation and efficient nonlinear optical properties have been studied, and these crystals could be used for optoelectronic and photonic applications.19,20,21,22,23,24,25,26,27 Keeping various applications in mind, l-alanine was combined with oxalic acid using the slow evaporation technique to create l-alanine oxalic acid (LAO) crystals. Single-crystal x-ray diffraction (XRD), UV-visible transmission, Fourier transform infrared (FT-IR) spectral analysis, thermal analysis, microhardness measurement, and impedance analysis were performed on the generated crystal. The Kurtz–Perry powder test was also used to study the developed LAO crystal’s NLO characteristics.
Experimental Procedure
Preparation and Growth
l-Alanine (LOBA, 99% purity) and oxalic acid (LOBA, 99% purity) were taken in a stoichiometric ratio of 1:1 and dissolved in double-distilled water. Saturated solution was prepared, and continuous stirring was performed at room temperature for 5 hours. This solution was then filtered in a vessel using Whatman filter paper. It took about 5 days to change the saturated solution into a supersaturated solution due to slow evaporation. In the supersaturated solution, minute crystals were initially formed after a period of 10 days. These minute crystals were used as the seed crystals for the further growth. Some good-quality seed crystals were immersed into the supersaturated solution in the growth vessel. After a growth period of 26 days, optically excellent crystals of LAO were extracted from the mother solution using the slow evaporation technique. The photograph of grown crystal of LAO is shown in Fig. 1. The crystal of LAO has high optical transparency and is colourless.
Results and Discussion
Single-crystal X-ray Diffraction (XRD) Analysis
Using a Bruker Apex-II single-crystal x-ray diffractometer, the lattice parameters of the grown crystal were determined using single-crystal XRD analysis. This study shows that the grown crystal was an orthorhombic system with space group P212121. This space group is a non-centrosymmetric space group, and hence LAO crystal has both second-order and third-order NLO properties. The values of lattice parameters are a = 5.605 Å, b = 7.304 Å, and c = 19.465 Å, the angles are α = 90°, β = 90°, and γ = 90°, and the volume is V = 798.87 (Å3). The lattice parameter values are given in Table I.
Fourier Transform Infrared (FT-IR) Spectral Study
A Perkin Elmer spectrometer was used to record the FT-IR spectrum in the range 4000–500 cm−1 at room temperature using the KBr pellet technique. Figure 2 shows the LAO crystal’s recorded FT-IR spectrum.
O–H stretching causes the absorption peak to appear at 3210 cm−1. C–H stretching causes the vibration peak at 2917 cm−1. NH stretching is responsible for the peak at 2379 cm−1. C=O symmetric stretching is responsible for the peak at 1715 cm−1. The transmission peaks observed at 1581 and 1506 cm−1 correspond to the ammonium group (NH3+ bending). In the crystal, the carboxylic group appears as COOH, and an ionized carboxylic group is clearly observed in the region of 1444–1111 cm−1.
The vibration peaks observed at 969 and 915 cm−1 are attributed to the overtone of the torsional oscillation of NH. The C–N deformation and C=O deformation mode of the vibration peak at 820 cm−1 are due to ring deformation. Absorption peaks characterizing different functional groups are shown in Table II.
Optical Studies
UV-Vis-NIR Spectral Analysis
The optical transmission spectra of a well-grown LAO crystal were measured in the range 190–1100 nm using a PerkinElmer Lambda 35 spectrophotometer. The spectrum was recorded using an as-grown LAO crystal with a thickness of 3 mm. Figure 3 illustrates the UV-Vis-near-infrared (NIR) transmittance spectrum of the as-grown LAO crystal. It is observed that the transparency of the crystal is high in the visible region. Because this NLO crystal is mainly utilized in optical applications, it is critical to determine the UV transmission and lower cut-off wavelength. The LAO crystal’s lower cut-off wavelength is 295 nm, and the bandgap energy was determined to be 4.2 eV using the formula Eg = hc/λ eV. Due to its absence of absorption in the visible region, this crystal is obviously suitable for use as window material in optical equipment.
Nonlinear Optical Study
The second harmonic generation (SHG) performance of the LAO was estimated using the Kurtz and Perry Powder method. The fundamental beam was generated by a Q-Switched Nd:YAG laser with a wavelength of 1064 nm, a pulse duration of 10 ns, and a frequency repetition rate of 10 Hz.28 It was transmitted through the powder sample. The laser beam’s output, which emitted a brilliant green light (λ = 532 nm), verified the SHG behaviour. With 29 mJ/pulse input energy, the LAO crystal generated a 4.65 mV second harmonic signal, whereas the conventional potassium dihydrogen phosphate (KDP) crystal generated an 8.9 mV SHG. Consequently, the grown LAO crystal’s SHG efficiency is 0.52 times that of the standard KDP crystal.
Luminescence Studies
When the electronic energy levels of solids are excited by light of a particular energy and then released as light, the phenomenon of fluorescence occurs. The fluorescence spectrum of the crystal was examined to verify the emission spectrum for that particular emitted state of the system and for decaying the components using a Perkin Elmer fluorescence spectrofluorometer, as seen in Fig. 4.29 UV light at a wavelength of 240 nm was used as the excitation wavelength. An intense emission peak was observed around 532 nm, which is in the visible region of the electromagnetic spectrum. The result indicates that the LAO crystal has a green fluorescence emission. The title compound’s powerful fluorescence emission implies that it may be a successful candidate for optoelectronic applications.30
Mechanical studies
At room temperature, microhardness measurements were conducted on the flat polished face of the grown LAO crystal using a Shimadzu HMV-2T tester equipped with a Vickers diamond indenter. Using the following equation, the Vickers microhardness number (Hv) was calculated.
where p denotes the indenter load in kilograms and d represents the impression’s diagonal length in millimetres.31 Figure 5 illustrates the estimated load dependence of Vicker’s hardness number. According to the graph, the hardness value increases as the load increases, and cracks appeared on the smooth surface of the LAO crystal above 55 g due to the release of internal stresses produced locally by indentation. The increasing trend of hardness with increase of applied load is due to reverse indentation size effect. The well-known Meyer’s law P = adn, where a and d are constants that vary depending on the content, gives the relationship between load and indentation size.
The plot of log p versus log d for the LAO crystal in Fig. 6 is a straight line, and the work hardening coefficient n was determined to be 3.701. Onitsch and Hanneman previously demonstrated that the value of n is between 1 and 1.6 for hard materials and greater than 1.6 for soft materials.32 The estimated value of n = 3.701 indicates that the grown LAO is soft and displays a reverse indentation size effect [RISE] (Figs. 7, 8).33
The yield strength (σy) has also been calculated from the hardness value using the relationship (for n > 2).34
The elastic stiffness constant (C11) was determined empirically using Wooster’s law.35
The fracture toughness (Kc) value reflects how well the fracture resists fracture when subjected to continuous stress. The following relationship is used to determine the fracture toughness:
where C is the crack length estimated from the middle of the indentation mark to the crack tip, and β is the indenter constant equal to 7 for the Vickers indenter.34
Brittleness is an inborn property that influences a material’s mechanical behaviour and decides whether or not it can fracture without significant deformation. The brittleness index (Bi) value is determined using the following formula:
The mechanical parameters like Vicker’s hardness number (Hv), stiffness constant (C11), yield strength (σy), fracture toughness (Kc) and brittleness index (Bi) are detailed in Table III for various loads (P).
Thermal Analysis—TG/DTA
Thermal analysis is a very helpful approach for characterizing a crystal’s thermal stability and determining its thermal conductivity.36 The NETZCHSTA449F3 simultaneous thermogravimetric/differential thermal analysis analyser was utilized in a nitrogen environment to conduct thermogravimetric (TG) and differential thermal analysis (DTA) measurements in the temperature range of 27 to 1200°C at a heating rate of 10 K/min. The sample was 6.354 milligrams in weight. Figure 9 depicts the thermogram of LAO material. The TG results indicate that the loss begins at 171°C. The point of breakdown is caused by dehydration. However, no weight loss is observed between 0 and 171°C. The absence of weight loss up to 100°C verified the crystallization of LAO crystals without the presence of a water molecule. As a result, the title chemical is stable up to 171°C. Two endothermic peaks are observed on the DTA curve at 257°C and 292°C. The sharpness of these endothermic peaks indicates that the LAO crystal is a crystalline material.37
Impedance Analysis
The complex impedance measurement is a strong technique for determining the bulk resistance and the electrical response of a crystalline material.38,39 The impedance spectroscopy was undertaken in order to collect the electrical features of the grown LAO crystal.40
Complex impedance measurement of the pellet sample was performed using a Versa STAT MC model LCR meter in the frequency range of 1 Hz to 1 MHz with the pellets held between two silver electrodes. At room temperature, it was accomplished by changing the frequency. Figure 10 illustrates the Nyquist diagram of the LAO crystal. The DC conductivity of the sample was determined using the relation
where t denotes the crystal thickness, A denotes the electrolyte’s area, and Rb denotes the LAO crystal’s bulk resistance. The calculated value of DC conductivity for the LAO crystal is σDC = 6.536 × 10−6 Ω−1m−1. DC conductivity values are low because charge carrier mobility decreases as ionic size decreases. The well-resolved semicircle at high frequency implies ionic conduction and the parallel combination of bulk capacitance and resistance.41,42
Laser Damage Threshold Study
A laser damage threshold (LDT) study was undertaken for the grown LAO crystal using a Nd:YAG laser with a wavelength of 1064 nm and 18 ns pulse width. The energy of the laser beam was measured by a Coherent energy/power meter (model no. EPM 200). The relation used to determine the LDT value is P = E/τπr2 where E is the energy, τ is the pulse width, and r is the radius of the spot.43 Laser damage involves interaction of high-power laser radiation with a crystal, and there are many processes like physical, chemical, optical, thermal and other processes involved. The determined value of LDT for LAO crystal is 2.492 GW/cm2. It is observed that the LDT value of LAO crystal is greater than that of KDP (LDT value of KDP is 0.2 GW/cm2). Since the LDT value of LAO crystal is large, this crystal could be used for NLO and laser device fabrication.
Conclusion
LAO crystals of high purity were produced using the slow evaporation solution method. The single-crystal XRD analysis indicated that the LAO crystal system is orthorhombic. FT-IR spectroscopy analysis was used to determine the functional groups of LAO. In the UV-Vis-NIR transmittance study, the bandgap energy was found to be 4.2 eV. The fluorescence study revealed a green emission spectrum. The Vickers microhardness study was carried out to determine the hardness number (HV), yield strength (σy) and stiffness constant (C11), and confirmed that the LAO crystal was a soft material. Thermal stability experiments (TG/DTA) confirmed that the formed LAO crystal exhibited a reasonable degree of thermal stability up to 171°C. SHG efficiency was approximately 0.52 times that of KDP. The LDT value of the LAO crystal was found to be 2.492 GW/cm2. Due to all of these characteristics, LAO crystals may be a viable material for nonlinear optical applications.
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Acknowledgments
The authors wish to express their gratitude to several research centres, including the SAIF-IIT, Madras, the ACIC-St. Joseph’s College, Tiruchirappalli, the NCIF-National College, Tiruchirappalli, and Alagappa University, Karaikudi, for their contributions. The authors would like to express their gratitude to the APRC – Sacred Heart College, Tirupattur, the CIF – Pondicherry University, Pondicherry, and the IISC – Bangalore for their full-fledged assistance in carrying out the characterization measures for this research project.
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Thangavel, S., Kathiravan, V., Ashok Kumar, R. et al. Crystal Growth of l-Alanine Oxalic Acid Crystal and its Spectral, NLO, Mechanical, Thermal, and Impedance Properties. J. Electron. Mater. 51, 3068–3077 (2022). https://doi.org/10.1007/s11664-022-09546-2
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DOI: https://doi.org/10.1007/s11664-022-09546-2