Good Nonlinear Optical Properties Research Articles

Impressive nonlinear optical response of π-conjugated, photoluminescent soft nanoparticles in polymer matrix

Nonlinear optical (NLO) materials are useful for applications varying from modulation of optical signals to cancer therapy. Besides inorganic crystals and organic molecules with defined structures, carbonized products have emerged as a new generation of materials showing good NLO properties. Due to the small sizes, the NLO performance of such materials mainly originates from nonlinear absorption. Obtaining a product with a high content of π-conjugated moiety is the key to improving the NLO performance. By using aldehydes bearing π units as the precursors, in this work we synthesized three polymeric nanoparticles (PNPs) through one-step pyrolysis, which also have large contents of π-conjugated structures. It was found that a larger size of π unit in the precursor led to a higher content as well as the size of the π-conjugated structure, which induced a bathochromic shift in the emission and an improved performance in the NLO response. When embedded in polymethylmethacrylate films, the products showed reverse saturable absorption (RSA) behavior with β up to 4.20 × 10−6 m W−1 and optical limit threshold down to 0.0012 J cm−2, which are comparable to those of metal-doped counterparts. This work gives deep insight on the structure-property relationship of the pyrolyzed products from π-conjugated small molecules, which is also useful for the preparation of task-specific carbon dots (CDs) or PNPs in future.

Theoretical exploration of a di-carbazole based dye for 3rd generation dye-sensitized solar cells

Dye-sensitized solar cells (DSSCs) are known for their large potential in green, efficient and cost-effective solar energy technology. Therefore, investigating the solar-to-electricity conversion mechanism of photosensitizers in DSSCs can open up a new way for highly effective and stable solar cell devices. In this study, we used different molecular design strategies to develop various D-π-A photosensitizers based on dicarbazole. These approaches involved changing the positions of auxiliary acceptors and π-spacers as well as introducing new π-spacer units. To calculate the physical and electronic properties of these sensitizers, density functional theory (DFT) and time dependent density functional theory (TDDFT) were adopted. FMO analysis showed a significant charge transfer from the donor through the spacer to the acceptor which was also supported by DOS analysis. Energy gap of designed dyes have less than experimental Cz dye. NBO analysis has carried out the bond strength assessment and the studied molecule’s central nitrogen atoms related MOs. All the designed dyes exhibited good nonlinear optical (NLO) properties with maximum linear polarizability 〈α〉 amplitudes higher than first (βtotal) compared to the reference chromophore. Photovoltaic efficiency has been evaluated to electronic (Egap), open circuit voltage (VOC), short circuit current density (JSC), electron injection ability (∆Ginj), electron regeneration (∆Greg) and light harvesting efficiency.

Studies of the nonlinear optical properties of a synthesized Schiff base ligand using visible cw laser beams

The synthesized Schiff base ligand (compound Z1) is analyzed by IR, mass, 1HNMR, and 13CNMR spectroscopies. Computational chemical modeling is performed to examine the geometry optimization and molecular structure of compound Z1 by using the DFT/ WB97XD/6-31+G(d,p) method. The parameters HOMO–LUMO energies with nonlinear optical (NLO) properties are computed. The results indicate good agreement between experimental and theoretical data, so that compound Z1 to have good NLO properties. The NLO properties of the compound Z1 are examined under excitation with a 473 nm, cw, low power laser beam via two techniques, viz., diffraction patterns (DPs) and the standard Z-scan techniques. As high as 3.03 × 10−11 m2 W−1 of the compound Z1 of the nonlinear refractive index (NLRI), n2, is obtained via the DPs. Both static and dynamic all –optical switching (SAOS and DAOS) are tested using 473 nm and 532 nm cw low power laser beams.

KREP2S6 (RE = Sm, Gd, Tb, Dy): A Series of Polar Rare-Earth Thiophosphates with High Laser-Induced Damage Thresholds and Moderate Nonlinear-Optical Responses Synergistically Contributed by Isolated P2S6 Units and {[RE2S15]24-}∞ Layers.

As one of the potential candidates of nonlinear-optical (NLO) materials, rare-earth chalcophosphates have demonstrated promising properties. Here, KREP2S6 (RE = Sm, Gd, Tb, Dy) were synthesized using the facile RE2O3-B-S solid-state method. They crystallize with a monoclinic chiral P21 structure, and their layer structures are built by isolated ethane-like P2S6 dimers and RES8 bicapped trigonal prisms built {[RE2S15]24-}∞ layers. By comparing the structures with related ones, the change of the alkali metal or RE3+ ions can cause structural transformation. Their band gaps are tunable between 2.58 and 3.79 eV, and their powder samples exhibit good NLO properties. Theoretical calculations suggest that the NLO properties are mainly contributed by P2S6 units and {[RE2S15]24-}∞ layers synergistically, in which {[RE2S15]24-}∞ layers and P2S6 units dominate the contribution to the band gap and second-harmonic-generation response, respectively. This work enriches the application of rare-earth chalcophosphates as NLO materials.

Synthesis, crystal structure analysis, computational modelling and evaluation of anti-cervical cancer activity of novel 1,5-dicyclooctyl thiocarbohydrazone.

Thiocarbazones are widely used as bioactive and pharmaceutical intermediates in medicinal chemistry and have been shown to exhibit diverse biological and pharmacological activities such as antimicrobial, anticancer, anti-viral, anti-convulsant and anti-inflammatory etc. In continuation of our interest in biologically active heterocycles and in an attempt to synthesize a spiro derivative, 1,2,4,5-tetraazaspiro[5.7]tridecane-3-thione, herein, the synthesis of 1,5-dicyclooctyl thiocarbohydrazone (3) has been reported via reaction of the cyclooctanone and thiocarbohydrazide. The structure was assigned on the basis of detailed spectral analysis and also confirmed by X-ray crystal studies. The Hirshfeld surface analysis indicates that the most significant interaction is S⋯H (12.7%). The presentation of mechanistic aspects regarding the plausible route of its formation has also been included. The first hyperpolarizability (β0) was found to be 10.22 × 10-30 esu, which indicates that the compound exhibits good non-linear optical properties. The density functional theory (DFT) method has been used to characterize the spectroscopic properties and vibrational analysis of 1,5-dicyclooctyl thiocarbohydrazone (3) theoretically. The compound and cisplatin (standard) were screened for their antiproliferative activity against the human cervical cancer cell line (SiHa) and they exhibited significant activity with IC50 values of 250 μM and 15 μM, respectively. The inhibitory nature of the title compound against viral oncoprotein E6 was confirmed by studies using molecular docking analysis. The results of biological activity and in silico analysis indicate that the synthesized molecule could act as a precursor for the synthesis of new heterocyclic derivatives of medicinal importance.

(SO3CF3)−: A Non‐π‐Conjugated Motif for Nonlinear Optical Crystals Transparent into the Deep‐Ultraviolet Region

AbstractThe search for new ultraviolet (UV) or deep‐UV nonlinear optical (NLO) crystals would greatly prompt the development of laser science and technology. As the NLO performance of these crystals is mainly determined by the anionic groups, herein the (SO3CF3)− group is highlighted as a promising non‐π‐conjugated NLO‐active motif with excellent deep‐ultraviolet (DUV) transmission and good NLO properties. First‐principles studies reveal that this group possesses the largest HUMO‐LOMO gap among the (SO4)2−‐based units, as well as a relatively large NLO response. The further experiments demonstrate that the CsSO3CF3 compound containing the (SO3CF3)− motif exhibits th UV cutoff edge below 200 nm and an NLO effect ≈0.8× KH2PO4, confirming the potentials of this new motif for UV and DUV NLO applications.

Ce(IO3)3F and Ce(IO3)2(NO3): Two Mixed-Anion Cerium Iodates with Good Nonlinear Optical and Birefringent Properties.

Two new mixed-anion cerium iodates, namely, Ce(IO3)3F and Ce(IO3)2(NO3), have been rationally designed through the integration of hybrid anionic functional building blocks (FBBs). The structure of Ce(IO3)3F features a novel [Ce(IO3)3F] bilayer, and the material exhibits large birefringence (0.225 @546 nm). The structure of Ce(IO3)2(NO3) features [Ce3(IO3)6]3+ triple layers that are further linked by planar NO3- units. Ce(IO3)2(NO3) shows a moderate SHG response (1 × KDP) and a high laser-induced damage threshold value (22 × AgGaS2). This work demonstrates that the rich coordination geometries of cerium cations facilitate tuning of the structures of related compounds through modulating anionic FBBs.

Ab-initio and density functional theory (DFT) computational study of the effect of fluorine on the electronic, optical, thermodynamic, hole and electron transport properties of the circumanthracene molecule

In this paper, a systematic study of the electronic, optical, thermodynamic, optoelectronic, and nonlinear optical properties with RHF, B3LYP, wB97XD and BPBE methods using the cc-pVDZ basis set have been described to investigate the influence of fluorine (F) atom, which is an electron donor, on the circumanthracene (C40H16). Global reactivity descriptors, hole and electron transport properties were also calculated and compared with other studies on the same molecule. DFT/B3LYP results show that the undoped C40H16 molecule (Egap = 2.135 eV) and its fluorine-doped derivatives (C40F16 and C40H10F6) are semiconducting materials. However, doping the C40H16 molecule with the fluorine atom, partially or totally, favors the creation of a strong donor-acceptor system by considerably reducing its energy gap (Egap). The energy gap values of molecules doped using DFT/B3LYP method are 2.020 eV and 2.081 eV for the C40F16 and C40H10F6 molecules, respectively. These gap energies are below 3 eV, which favours the electronic properties of these molecules. They can be used to design organic solar cells. The nonlinear optical parameters were calculated and compared with those of urea. The values of βmol and μ calculated for C40F16 and C40H10F6 are higher than those of urea; this shows that these two materials have good nonlinear optical properties and therefore, are very good candidates for the design of optoelectronics and photonics devices. Futhermore, our results show that the perfluorination effect on the circumanthracene molecule increases the hole and electron reorganization energies, the vertical and adiabatic electron affinities and ionization energies, the optoelectronic and nonlinear optical properties, the transition excitation energy and the reactivity indices. The reorganization energies values suggest that these materials have promising transport properties. The natural bond orbital (NBO) analysis was also performed to determine the stability energy and charge delocalization in molecules. The theoretical results of the compounds studied in our work are in agreement with the experimental results. This confirms their molecular structures.

Influence of electron donor and acceptor substituents on tuning the nonlinear optical properties of zinc phthalocyanine derivatives.

Four phthalocyanine derivatives with different electron donor and acceptor substituents (B1, B2, B3, and B4) were synthesized by a solid-phase melting method. The influence of substituent type on the nonlinear optical properties of the materials was investigated in detail. In the case of similar conjugated structures, B3, which has amino electron-donor groups, presents high intramolecular charge transfer, a low energy gap (2.05 eV), and good nonlinear optical properties. Compared with B3, B4 has a larger π-conjugated structure and its energy gap is 0.04 eV smaller. Moreover, B4 has stronger reverse saturation absorption (7 × 10-12 m/W) and optical limiting performance. The four phthalocyanine derivatives exhibit third harmonic generation (THG) characteristics. Furthermore, the third harmonic strengths of B1, B2, B3, and B4 are 4 times, 9 times, 11 times, and 21 times that of SiO2, respectively. So, B4 has the best application potential in laser protection and frequency conversion.

Ultrafast nonlinear optical properties of Ag-CdTe thin films by co-sputtering in the near-infrared region

Metal-doped CdTe has become a heated topic in recent years due to its ultrafast nonlinear optical properties. Herein, Ag-CdTe thin films with different doping amount (1W, 3W and 5W) and pure CdTe thin films were fabricated on quartz substrates by magnetron sputtering. The effects of Ag doping on the morphology, optical band gap and nonlinear optical properties of the thin films were systematically investigated. The nonlinear optical properties were investigated by femtosecond(fs) Z-scan technique under 800 nm. The results indicated that the Ag-CdTe thin films exhibit good nonlinear optical properties in the near-infrared region due to free carrier absorption and two-photon absorption. The results showed that the dopant content and the variation of the incident laser energy can control the RSA intensity, the nonlinear absorption coefficient, and the nonlinear refractive index of Ag-CdTe thin films. These results can provide new support for their applications in the field of nonlinear optoelectronic devices.

Molecular properties and In silico bioactivity evaluation of (4-fluorophenyl)[5)-3-phen-(4-nitrophenyl yl-4,5-dihydro-1H-pyrazol-1-yl]methanone derivatives: DFT and molecular docking approaches

ObjectivesMolecular structures, spectroscopic properties, charge distributions, frontier orbital energies, nonlinear optical (NLO) properties and molecular docking simulations were analyzed to examine the bio-usefulness of a series of (4-fluorophenyl)[5-(4-nitrophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl]methanone derivatives. MethodsThe compounds were studied through computational methods. Equilibrium optimization of the compounds was performed at the B3LYP/6-31G(d,p) level of theory, and geometric parameters, frequency vibration, UV–vis spectroscopy and reactivity properties were predicted on the basis of density functional theory (DFT) calculations. ResultsThe energy gap (ΔEg), electron donating/accepting power (ω−/ω+) and electron density response toward electrophiles/nucleophiles calculated for M1 and M2 revealed the importance of substituent positioning on compound chemical behavior. In addition, ω−/ω+ and ΔEn/ΔEe indicated that M6 is more electrophilic because of the presence of two NO2 groups, which enhanced its NLO properties. The hyperpolarizability (β0) of the compounds ranged from 5.21 × 10−30 to 7.26 × 10−30 esu and was greater than that of urea; thus, M1–M6 were considered possible candidates for NLO applications. Docking simulation was also performed on the studied compounds and targets (PDB ID: 5ADH and 1RO6), and the calculated binding affinity and non-bonding interactions are reported. ConclusionThe calculated ω− and ω+ indicated the electrophilic nature of the compounds; M6, a compound with two NO2 groups, showed enhanced effects. Molecular electrostatic potential (MEP) analysis indicated that amide and nitro groups on the compounds were centers of electrophilic attacks. The magnitude of the molecular hyperpolarizability suggested that the entire compound had good NLO properties and therefore could be explored as a candidate NLO material. The docking results indicated that these compounds have excellent antioxidant and anti-inflammatory properties.

Identification of a 1, 8-naphthyridine-containing compound endowed with the inhibition of p53-MDM2/X interaction signaling: a computational perspective.

Various studies have established that molecules specific for MDMX inhibition or optimized for dual inhibition of p53-MDM2/MDMX interaction signaling are more suitable for activating the Tp53 gene in tumor cells. Nevertheless, there are sparse numbers of approved molecules to treat the health consequences brought by the lost p53 functions in tumor cells. Consequently, this study explored the potential of a small molecule ligand containing 1, 8-naphthyridine scaffold to act as a dual inhibitor of p53-MDM2/X interactions using computational methods. The results obtained from quantum mechanical calculations revealed our studied compound entitled CPO is more stable but less reactive compared to standard dual inhibitor RO2443. Like RO2443, CPO also exhibited good non-linear optical properties. The results of molecular docking studies predicted that CPO has a higher potential to inhibit MDM2/MDMX than RO2443. Furthermore, CPO was stable over 50ns molecular dynamics (MD) simulation in complex with MDM2 and MDMX respectively. On the whole, CPO also exhibited good drug-likeness and pharmacokinetics properties compared to RO2443 and was found with more anti-cancer activity than RO2443 in bioactivity prediction. CPO is anticipated to elevate effectiveness and alleviate drug resistance in cancer therapy. Ultimately, our results provide an insight into the mechanism that underlay the inhibition of p53-MDM2/X interactions by a molecule containing 1, 8-naphthyridine scaffold in its molecular structure.

Computer‐Aided and Experimental Studies of Conjugation Effect in Azobenzene‐Based Compounds towards Nonlinear Optic Application

AbstractDiphosphine ligands containing {(−HC=N) imine group} demonstrating aliphatic and aromatic framework such as ethane and azobenzene exhibit different nonlinear optical (NLO) properties. In this study, two different ligands N,N′‐Bis‐(2‐diphenylphosphinobenzyaldehyde)‐ethane‐1,2‐diamine (A) and N,N′‐Bis‐(2‐diphenylphosphinobenzyaldehyde)‐4,4 azodianiline (B) have been synthesized with a percentage yield of 60–70 % and further characterized by spectroscopic analysis. Comparative study of computational analysis using Gaussian software with DFT method and hybrid functional B3LYP together with basis set 6‐31G++(d,p) has shown good agreement of less than 5 % deviation errors. From previous study, derivatives of these compounds have shown good NLO properties contributing by many factors such as conjugation, electron withdrawing groups (EWG), electron donating groups (EDG), metal mass, highest occupied molecular orbital‐lowest unoccupied orbital (HOMO‐LUMO) and band gap. The evaluation shows that both ligands have high NLO properties established on the value of βtot at 1064 nm wavelength. Studies indicate that ligand B showed highest NLO property with the βtot value of 11.1534×10−30 esu followed by ligand A 10.3786×10−30 esu due to increased conjugation in the system. This is supported by the high dipole moment 5.501404 μ (D) of ligand B. These ligands can be further modified by the addition of the metals to form complexes in order to improve NLO properties with the βtot value of complex A 24.0638×10−30 esu followed by complex B with the βtot value 526.9826×10−30 esu.

Synthesis and nonlinear optical properties of polyurethane composites containing a pyrene derivative.

The pyrene derivative (PD) was synthesized with pyrene-1-carboxaldehyde and p-aminoazobenzene by a Schiff base reaction. Then the obtained PD was dispersed in polyurethane (PU) prepolymer to prepare polyurethane/pyrene derivative PU/PD materials with good transmittance. The nonlinear optical (NLO) performances of the PD and PU/PD materials were studied by the Z-scan technique under picosecond and femtosecond laser pulses. The PD has reverse saturable absorption (RSA) properties under the excitation of 532nm 15ps pulses, 650 and 800nm 180fs pulses, and a low optical limiting (OL) threshold (0.01J/c m 2). The PU/PD has a larger RSA coefficient than that of the PD under 532nm 15ps pulses. With the enhanced RSA, the PU/PD materials exhibit excellent OL (OL) performance. Good NLO properties, high transparency, and easy processing performances make the PU/PD an excellent choice for use in OL and laser protection fields.

Structural, electronic and nonlinear optical properties, reactivity and solubility of the drug dihydroartemisinin functionalized on the carbon nanotube

Density functional theory (DFT) calculations of the antimalarial drug dihydroartemisinin (DHA) functionalized on the carbon nanotube (CNT) were carried out in gas phase and in solution to investigate the role of fCNTs as a nanovector for the targeted delivery of the DHA drug and to predict their chemical descriptors and electronic and nonlinear optical (NLO) properties. The results of the geometric optimization indicate that the functionalization does not change the molecular structure of DHA. Based on our findings of binding and solvation energies, two energetically stable configurations were identified in 1st (fCNT1-2) and 2nd (2fCNT1-2) functionalization. For these stable configurations, the energy gap value goes from 1.52 eV for the (5,5) single wall pristine CNT to 1.27 eV for the 1st functionalization and to 1.06 eV for the 2nd functionalization regardless of the considered media; which gives these nanostructures excellent semiconductor properties. Findings from global reactivity descriptors show that the reactivity of the functionalized CNT is strongly improved in solvent media and that the stability of DHA decreases while its reactivity increases during the functionalization. Thus, the fundamental gap (Ef) in gas phase decreases from 3.65 eV for the virgin CNT to 3.30 eV for fCNT2 and to 3.02 eV for 2fCNT2. On the contrary, in water Ef goes from 1.20 eV for the virgin CNT to 0.95 eV for fCNT2 and to 0.74 eV for 2fCNT2; demonstrating an improvement in the reactivity of our fCNTs as nanovectors for targeted delivery of DHA drug. Finally, our findings show that these nanostructures may also have good NLO properties and can be promising materials for NLO applications.

Syntheses of ferrocene-functionalized indium-based metal–organic frameworks for third order nonlinear optical application

Presented here are a series of ferrocene-functionalized indium-based metal–organic frameworks (In-MOFs) with good third order nonlinear optical properties and redox activity.

Crystal structure, vibration spectra, antibacterial and non-linear optical properties of a picrate based on triphenylphosphinium dication

An organic crystal, 1,4-phenylenebis(methylene)-bis(triphenylphosphinium) picrate (abbreviated as [TPPBzTPP][PIC]2) was grown by a slow evaporation solution growth technique and characterized by elemental analysis, spectroscopy, thermal analysis, powder and single crystal XRD. The new picrate crystallize in triclinic space group P−1 and consists of [TPPBzTPP]2+ cation and two picrate anions. Experimental vibrational bands (IR and Raman) have been discussed and assigned. The HOMO-LUMO energy gap explains the charge transfer interaction in the molecule. TG-TDA technique reveals that the material was stable up to 280.7 °C. In addition, [TPPBzTPP][PIC]2 showed good antibacterial activities against Escherichia coli and Staphylococcus aureus. The results of DFT calculation indicated that the first hyperpolarizability value (βtot) of the crystal is 20.85 times that of KDP, which exhibited good nonlinear optical properties.

Impact of doping on the optoelectronic, electronic and nonlinear optical properties and on the reactivity of photochromic polymers containing styrylquinoline fragments: Hartree-Fock and DFT study

Hartree-Fock (HF) and Density Functional Theory (DFT) studies were conducted to assess the impact of potassium doping on the thermodynamic, optoelectronic, electronic and nonlinear optical properties and on the reactivity of photochromic polymers containing styrylquinoline fragments. Doping was carried out on the virgin monomer (M1) and on the derivative monomer (M2) with the nitro group NO2. Three doped monomers were investigated including, the monomer M3 obtained from M1 by substituting the H atom with a potassium, the monomer M4 by substituting two H atoms and the monomer M5 obtained from M2 by substituting the H atom. Findings proved that the use of potassium and the nitro group is an excellent process to improve the electronics properties of styrylquinoline virgin monomers. In fact, the energy gap decreases from 3.82 eV for M1 to 3.02 eV and to 2.92 eV for M3 and M4, respectively; while the decrease from 3.43 eV for M2 to 2.52 eV for M5 was observed, thus demonstrating the good semiconductor character of the obtained compounds with relevant applications in the manufacture of solar cells. Likewise, the fundamental gap decreases from 6.50 eV for M1 to 5.34 eV and to 4.62 eV for M3 and M4, respectively; while the decrease from 6.11 eV for M2 to 5.21 eV for M5 was observed; thus demonstrating an improvement in the reactivity of our doped monomers. In addition, potassium doping is an appropriate method to enhance optoelectronic properties of styrylquinoline virgin monomers. Thus, the refractive index of our doped monomers is greater than that of glass, which is a reference in optic and can be used under high electric fields of the order of 1.90×109 Vm−1 for monomer M4 up to 7.01×109 Vm−1 for M3 and to 10.89×109 Vm−1 for M5. Finally, the strong enhancement of the linear and nonlinear optical (NLO) properties that we observed leads us to conclude that these doped monomers can be appropriate candidates in devices requiring good NLO properties.

Chalcohalides: A Rising Type of Second‐Order Nonlinear Optical Materials

AbstractIn the past few decades, many new infrared (IR) second‐order nonlinear optical (NLO) materials have been prepared by various synthetic methods to satisfy the growing market demand. However, few ones have the high potentials to be applicable since their comprehensive NLO properties cannot meet the standards, which include a series of indicators like large NLO effects, high laser‐induced damage thresholds (LIDTs), phase matchability, high thermal stability, good growth habit, and so on. Considering the available IR NLO materials’ disadvantages and the market requirements, it is necessary to continuously explore new high‐performance ones. Hitherto, lots of chalcogenides, halides, and oxides have been explored as IR NLO materials. Recently, researchers have found that the combination of two or more structural units into one structure may achieve good NLO properties, as evidenced by the fact that diverse materials with multiple anions are receiving growing interest. Specifically, chalcohalides are highly promising as they may combine the advantages of chalcogenides and halides,viz. large NLO coefficients and wide IR transparency of the former, and large band gaps and high LIDTs of the latter. To address the status of chalcohalides, this review focuses on the newest progresses on this topic (mainly from the last five years), including ternary chalcohalides, quaternary chalcohalides, salt‐inclusion chalcohalides, and rare‐earth chalcohalides. Here we summarize and analyze their compositions, crystal structures, NLO properties, and discuss the structure‐property relationship. Finally, the development prospects for NLO chalcohalides are given.

Preparation of Polyphenylene Ring Derivative Dyes with Wide Wave Absorption Properties and Their Performance Study.

Some conjugated benzene ring molecules were prepared using the Sonogashira reaction, and the molecules were post-functionally modified using click chemistry. The optical and electrical band gaps were measured using UV-VIS absorption spectroscopy and the three-electrode method, and the results of both were verified against each other to prove the accuracy of the characterization. In addition, the optical performances of the material were studied by z-scan; almost all materials exhibited good nonlinear optical properties and interconversion between saturable and anti-saturable absorption due to the invocation of click reagents.