Alkyl chain self ordering, induction and suppression of mesophase by Cu(II) containing [1,2,3]-triazole-based bidentate salicylaldimine ligands: synthesis, characterisation and X-ray diffraction studies

Heng, Boon Teck; Yeap, Guan Yeow; Mahmood, Wan Ahmad Kamil; Han, Chun Chieh; Lin, Hong‐Cheu; Takano, Shigenaga; Takeuchi, Daisuke

doi:10.1080/02678292.2014.960488

Cited by 14 publications

(4 citation statements)

References 38 publications

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“…When the long axes of the Cu complexes lie perpendicular to the layer planes, smectic phases are formed. A further elongation of the molecular structure with an additional aromatic ring [15] or triazole fragment [16] preserves the mesomorphic behaviour of the free ligands, and in some cases induces new liquid crystal phases for the corresponding Cu(II) complexes. Nevertheless, high transition temperatures were reported for these derivatives.…”

Section: Introductionmentioning

confidence: 97%

Mononuclear Cu(II) complexes of novel salicylidene Schiff bases: synthesis and mesogenic properties

et al. 2015

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Two new Schiff base ligands 1 and 2 (where 1 = 4-(2-hydroxybenzilidenamino)-phenyl-4-(decyloxy)-2-(pent-4-enyloxy)benzoate, 2 = 4-(4-(decyloxy)-2-hydroxybenziliden amino)-phenyl-4-(decyloxy)-2-(pent-4-enyloxy)benzoate) and their copper (Cu)(II) complexes have been synthesised and characterised. The derivatives were fully characterised structurally, and their mesomorphic behaviour was investigated by polarised optical microscopyand differential scanning calorimetry. The structure of Cu(II) complex having 1 as ligand (3) was determined by X-ray diffraction. The Schiff base ligands exhibit enantiotropic nematic phases, the Cu(II) complex 4 shows monotropic nematic phase behaviour, while compound 3 does not show mesomorphism.

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Section: Introductionmentioning

confidence: 97%

Mononuclear Cu(II) complexes of novel salicylidene Schiff bases: synthesis and mesogenic properties

et al. 2015

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“…The ligand and their corresponding complexes exhibited SmA and SmC phase. [33,34] However, bent-shaped mesogens consisting of cholesterol unit as one of the side arms connected to a 1,2,3-triazole ring while the other arm of the triazole ring is connected to two-and three-ring aromatic systems with varying terminal chain lengths have been synthesised. These homologues exhibited SmA*, SmC* and TGBC*.…”

Section: Introductionmentioning

confidence: 99%

Non-symmetrical liquid crystal dimers armed with azobenzene and 1,2,3-triazole-cholesterol

et al. 2015

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New non-symmetrical dimers which contain respective side units of azobenzene and 1,2,3-triazole-choloesteral have been synthesised from the reaction between 6-azido-[4-(4-acetylphenylazo)phenoxy]alkane and cholesteryl-4-(prop-2-ynyloxy)benzoate. The results show that the derivatives of 6-bromo[4-(4-acetylphenylazo)phenoxy] alkanes which possess the odd alkyl spacers exhibit dimesomorphism of N and SmA phases whilst the members with even numbers are non-mesogenic. However, the 6-azido-[4-(4-acetylphenylazo)phenoxy]-alkanes show N and SmA phases in a wide temperature range. On heating and cooling the target compounds cholesteryl 4-[(1-(6-(4-(4ʹ-acetylphenylazo)phenoxy)alkyl)-1H-1,2,3-triazol-4-yl)methoxy]benzoate show chiral nematic (oily streak and fanshaped texture) and focal conic texture characteristics of smectic A phases with high thermal stability. Present investigation also reveals the effect of the spacer length upon the phase transition temperature. Intercalated arrangement is favoured by the molecules in the smectic phase. The observation is well established by XRD measurement wherein the actual molecular length is smaller than the theoretical value.

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“…59 Furthermore, organometallic liquid crystals exhibit superior photoelectric properties compared to their corresponding liquid crystal ligands due to the interaction between metal ions. 60,61 To the best of our knowledge, there are limited reports on the utilization of 1,2,3-triazole as a chelate agent for transition metals in the synthesis of liquid crystals materials, especially for DLC. In 2014, Swager et al reported the synthesis of cationic square planar Pt(II) complexes with a pyridyl triazole ligand, which displayed DLC properties attributed to significant intermolecular Pt•••Pt interactions.…”

Section: ■ Introductionmentioning

confidence: 99%

“…Consequently, DLC is an ideal candidate for tunable electrochromic or optical switch and sensor systems. − Recently, Yang, Giménez, Cho, Zhao, et al have investigated novel cores with three 1,2,3-triazole connected to a central benzene or six-membered heterocycle for DLC compounds through CuAAC reaction. − In addition, Cheng et al have synthesized three DLC molecules with a bent rod-like aromatic core through the CuAAC reaction . Furthermore, organometallic liquid crystals exhibit superior photoelectric properties compared to their corresponding liquid crystal ligands due to the interaction between metal ions. , …”

Section: Introductionmentioning

confidence: 99%

Triphenylene Discotic Pd(II) Metallomesogens Based on Triazole Ligands Derived from the Click Reaction

Bai,

Lan,

et al. 2024

Crystal Growth & Design

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Two palladium complexes (Pd[DiTP-triazole] 2 Cl 2 and Pd[TrTP-triazole] 2 Cl 2 ) bearing a 1,2,3-triazole segment as ligands were synthesized. The 1,2,3-triazole moiety in Pd[DiTP-triazole] 2 Cl 2 was synthesized by the Cu(I)-catalyzed azide−alkyne cycloaddition reaction. Meanwhile, the 1,2,3-triazole in Pd[TrTP-triazole] 2 Cl 2 were synthesized through the Click reaction involving an internal alkyne and an organic azide. These two complexes feature soft spacers of comparable length between the triphenylene cores and the 1,2,3-triazole units, which are designed to enhance the molecular symmetry and improve the liquid crystalline properties. The structures of both complexes were fully characterized, with a specific focus on their confirmation through single-crystal X-ray diffraction (XRD) analysis of two model molecules, Pd[DiB-triazole] 2 Cl 2 and Pd[TrB-triazole] 2 Cl 2 . Additional techniques, such as differential scanning calorimetry (DSC), polarizing optical microscopy (POM), and powder XRD, were used to confirm the room temperature discotic liquid crystal (DLC) properties of all palladium complexes. It was found that both complexes Pd[DiTP-triazole] 2 Cl 2 and Pd[TrTP-triazole] 2 Cl 2 exhibit hexagonal columnar mesophases at room temperature. Significantly, the temperature ranges of these mesophases were substantially extended, showing increases of 70 and 56 °C, respectively, compared to their ligands. Additionally, upon excitation at 279 nm, all the ligands and complexes emit ultraviolet to visible blue light as for the critical role of the triphenylene cores.

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Alkyl chain self ordering, induction and suppression of mesophase by Cu(II) containing [1,2,3]-triazole-based bidentate salicylaldimine ligands: synthesis, characterisation and X-ray diffraction studies

Cited by 14 publications

References 38 publications

Mononuclear Cu(II) complexes of novel salicylidene Schiff bases: synthesis and mesogenic properties

Mononuclear Cu(II) complexes of novel salicylidene Schiff bases: synthesis and mesogenic properties

Non-symmetrical liquid crystal dimers armed with azobenzene and 1,2,3-triazole-cholesterol

Triphenylene Discotic Pd(II) Metallomesogens Based on Triazole Ligands Derived from the Click Reaction

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