Flexible Linkage Research Articles

Nonlinear dynamics of flexible links in planar parallel robots using a new beam element

In the present research, a previously presented beam element in planar static problems is extended to planar dynamic problems. As investigated in the previous work of the author, formulation of the presented Euler–Bernoulli beam element is simpler and the beam element more efficient than similar elements in large deflection problems. In the present element, the main idea is estimating the dimensions of the body in the deformed configuration, instead of estimating its absolute or relative positions. Therefore, two parameters, the length and slope angle of the beam centroid curve, are selected to be estimated by interpolating polynomials. To verify the efficiency of the element, obtained results for the flexible pendulum are compared with previous works. Because of the simple and efficient formulation of the element, it can be efficiently used for dynamic analysis of planar flexible linkages, and especially in flexible parallel robots, which are the main aims of the present research. Finally, the inverse dynamic of the flexible 3-RRR parallel robot is presented.

Binary/ternary memory behavior of organo-solubility polyimides containing flexible imide linkages and pendent triphenylamine or 3, 4, 5-trifluobenzene moieties

Two different aromatic diamines monomers (3, 5-diamino-N-(4'-phenyl-4''-triphenylamino)-N-(4''-benzyl-4'''-triphenylamino)benzamide (DPTBTB) and 3, 5-diamino-N-(4'-3'', 4'', 5''-trifluorobiphenyl)-N-(4''-benzyl-3''', 4''', 5'''-trifluorophenyl)benzamide (DTBTB)) containing flexible linkages were designed and synthesized, respectively. Four organo-solubility polyimides (PI-a, PI-b, PI-c, and PI-d) were prepared via a two-step procedure with pyromellitic dianhydride (PMDA) and 3, 3', 4, 4'-biphenyltetracarboxylic dianhydride (BPDA), respectively. The four PIs performed excellent thermal stability with the temperature of 5% weight loss in range of 370–420 ℃ at N2 atmosphere. The Al/PI-a/ITO and Al/PI-b/ITO memory devices exhibited binary write-once-many-read (WORM) and rewritable (Flash) behavior, respectively. But the Al/PI-c/ITO and Al/PI-d/ITO memory devices showed ternary WORM and Flash behavior due to the deeper charge traps came from the fluorinated groups in the structure of PI-c and PI-d, respectively. The memory switching mechanism could be demonstrated through molecular simulation. The results gave an effective strategy that adjusting the structure of PI to achieve different memory effects.

Calix[4]resorcinarene-based hyper-structured molecular thermally activated delayed fluorescence yellow-green emitters for non-doped OLEDs

A series of novel hyper-structured molecular (HSM) thermally activated delayed fluorescent (TADF) emitters, in which the TADF units and host units are bound together into one inactive core through flexible linkages, were designed.

Electrospun Polyphenylquinoxaline Ultraline Non-woven Fibrous Membranes with Excellent Thermal and Alkaline Resistance: Preparation and Characterization

A series of polyphenylquinoxaline (PPQ) ultrafine non-woven fibrous membranes have been first successfully prepared via the electrospinning procedure with the soluble PPQ solutions as the starting materials. For this purpose, various organo-soluble PPQ resins were synthesized via the one-step high temperature polycondensation procedure from the aromatic ether-bridged bis(α-diketone) and bis(o-diamine) monomers. Flexible ether linkages and pendant bulky phenyl substituents endowed the PPQ resins good solubility in polar aprotic solvents. The high-molecular-weight PPQ resins were dissolved in N-methyl-2-pyrrolidone (NMP) to afford the PPQ electrospinning solution except PPQ-Ia derived from 4,4′-oxydibenzil (ODB) and 3,3′-diaminobenzidine (DAB) due to the limited solubility in the solvent. All the derived PPQ ultrafine non-woven fibrous membranes maintained good structure integrity after hydrolysis aging either at room temperature (25 °C) for 72 h or at refluxing temperature (100 °C) for 24 h in an aqueous sodium hydroxide (NaOH) solution at a solid content of 20 wt%. Comparatively, the polyimide (PI) reference electrospun membrane (PI-ref) derived from 1,2,4,5-pyrromellitic anhydride (PMDA) and 4,4′-oxydianiline (ODA) lost its original structure only after boiling in the same NaOH solution within 3 h. In addition, the developed PPQ ultrafine non-woven fibrous membranes exhibited good thermal stability with the 5 % weight loss temperatures (T5%) higher than 555.0 °C in nitrogen and glass transition temperatures (Tg) in the range of 248.1–266.1 °C, respectively.

Nonfullerene Small-Molecule Acceptors with Extended Optical Absorption Based on the “Spliced” Strategy for Organic Solar Cells

How to broaden the optical absorption of photovoltaic materials is one of the key issues in the design of high-performance organic solar cells. Nowadays, the sunlight of 400–550 nm wavelength range is not effectively utilized for most small-molecule nonfullerene acceptors. In this work, we proposed the “spliced” strategy of combining the acceptor–donor–acceptor type narrow band-gap small molecules and wide-band-gap perylene diimide (PDI) moieties via a flexible alkyl chain linkage, which could give the superposition effect of the absorption spectra, and three small-molecule acceptors (S1, S2, and S3) were designed based on various end-capping groups with different electron withdrawing abilities. Encouragingly, the as-constructed molecules can well make use of 400–550 nm sunlight with two independent absorption regions. Meanwhile, the aggregation of S1 with a highly planar end-capping group was dominated by both the PDI unit and main skeleton, while S2 and S3 exhibited PDI-controlled aggregation. When fabricated into organic solar cells, S1-based devices achieved a superior efficiency of 3.41% in comparison with those of the other two. The poor photovoltaic performance could be attributed to severe PDI aggregation, which can hinder the charge transfer through the main skeletons. This work could provide a new perspective to modulate optical absorption through the spliced strategy.

Analysis and Validation of a Flexible Planar Two Degrees-of-Freedom Parallel Manipulator With Structural Passive Compliance

Abstract Passive compliance plays an important role in robot pick-and-place manipulation where large interaction force will be produced in response to small misalignments. In this paper, the authors report on compliance analysis and validation of a novel planar pick-and-place parallel manipulator consisting of a flexible limb. In the proposed manipulator, a planar flexible parallelogram linkage, which is coupled with a rigid one, is introduced to connect the moving and the base platforms. Since the flexible parallelogram linkage is capable of producing large deformation in both the horizontal and the vertical directions, the end effector of the manipulator can generate wide-range motions because of the flexible links. An efficient approach to the large deflection problem of flexible links is used to precisely predict the kinetostatics of the manipulator. Then, a compensation algorithm to the structural deflection of the links can be developed to actively control the position of the parallel manipulator’s end effector. The merit of the proposed flexible manipulator is its intrinsic passive compliance while performing pick-and-place tasks. A prototype is fabricated to conduct experiments for the validation of the proposed idea. The results show that the prototype has acceptable positioning accuracy, even when a large external load is exerted on its end effector. The compliance properties of the proposed flexible manipulator have also been verified in both the horizontal and the vertical directions.

Efficient thiazole-based polyimines as selective and reversible chemical absorbents for CO2 capture and separation: Synthesis, characterization and application

A new series of polyimines (PIMs-1-9) including ortho-linked thiazole units and flexible thioether linkages were synthesized from diamine monomers (DA-1-3) and some commercially available aromatic dialdehydes (terephthalaldehyde, isophthalaldehyde and 2,5-thiophenedicarboxaldehyde) via Schiff-base condensation reaction. The synthesized polymers as amorphous solids were obtained with high efficiency (74–89%), inherent viscosities in the range of 0.98–1.33 dL g−1 in DMF and high solubility in aprotic polar solvents (DMSO, DMAc, DMF, NMP, and Py). The PIMs were characterized via viscosimetry, elemental analysis, FT-IR spectroscopy, X-ray diffraction (XRD), Brunauer–Emmett–Teller (BET), thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC). High thermal resistance revealed for PIMs as glass transition temperatures (Tgs) ranging in 104–189 °C along with 10% weight loss temperatures exceeding 268–390 °C in air and 310–430 °C in nitrogen atmosphere. The polymers were examined for CO2 absorption at 298 K as well as 318 K and high absorption capacity exhibited (maximum 3.72 mmol/g or 163.68 mg/g at 1 bar and 298 K for PIM-4) after 2 h and desorption at 373 K under vacuum conditions (100 mbar) in 20 min. More importantly, remarkable ideal selectivity ratios of CO2/N2 (77.3) and CO2/CH4 (13.7) at 1 bar and 298 K were obtained and recyclability of PIM-4 for CO2 capturing was determined without considerable loss of gas absorption.

Stiffness of Cargo-Motor Linkage Tunes Myosin VI Motility and Response to Load.

We examine the effect of cargo-motor linkage stiffness on the mechanobiological properties of the molecular motor myosin VI. We use the programmability of DNA nanostructures to modulate cargo-motor linkage stiffness and combine it with high-precision optical trapping measurements to measure the effect of linkage stiffness on the motile properties of myosin VI. Our results reveal that a stiff cargo-motor linkage leads to shorter step sizes and load-induced anchoring of myosin VI, while a flexible linkage results in longer steps with frequent detachments from the actin filament under load. Our findings suggest a novel regulatory mechanism for tuning the dual cellular roles of the anchor and transporter ascribed to myosin VI.

Synthesis and characterization of siloxane-containing benzoxazines with high thermal stability

To understand the influence of phenyl substituents on silicon and to improve the glass transition temperature ( T g) and thermal stability, phenol/bis ( p-aminophenoxyl) dimethylsiloxane-based benzoxazine (P-adms), phenol/bis ( p-aminophenoxyl) methylphenylsiloxane-based benzoxazine (P-amps), and phenol/bis ( p-aminophenoxyl) diphenylsiloxane-based benzoxazine (P-adps) were designed and synthesized. The structure of the siloxane-containing benzoxazines were confirmed by proton and carbon nuclear magnetic resonance imaging and Fourier transform infrared spectra. The curing reaction of the obtained benzoxazines was studied by differential scanning calorimetry (DSC) and in situ infrared spectra. The influence of the aromatic content on the T g and thermal stability were investigated by modulated DSC and thermogravimetric analysis. Compared to aminopropylsiloxane-based benzoxazines, the bis ( p-aminophenoxyl) siloxane-based benzoxazines possessed relatively higher T g about 140°C due to the replacement of flexible propyl chain by phenoxyl chain. With increasing phenyl substituents on silicon, the polybenzoxazines possessed lower T g and higher thermal stability. It is notedthat the phenol/bis ( p-aminophenoxyl) diphenylsiloxane-based benzoxazine (P-adps) still has low viscosity despite high aromatic content due to the flexible ether linkage (Ar–O–Si).

Preparation and Thermal Evaluation of Novel Polyimide Protective Coatings for Quartz Capillary Chromatographic Columns Operated over 320 °C for High-Temperature Gas Chromatography Analysis.

Protection of intrinsically brittle quartz chromatographic columns (CCs) from breakage or property deterioration in gas chromatography (GC) analysis has become an important research topic regarding high-temperature GC techniques. Polyimide (PI) has proved to be the most suitable protective coating for quartz CCs. In the current research, a series of novel high-temperature-resistant PI coatings for quartz CCs operated over 320 °C have been successfully prepared. For this purpose, the aromatic diamine with a rigid skeleton structure 2-(4-aminophenyl)-5-aminobenzimidazole (APBI) was copolymerized with two aromatic dianhydrides—3,3’,4,4’-benzophenotetracarboxylic acid dianhydride (BTDA) and 4,4’-oxydiphthalic anhydride (ODPA)—and an aromatic diamine with flexible ether linkages—4,4’-oxydianiline (ODA)—by a two-step polymerization procedure via soluble poly(amic acid) (PAA) precursors, followed by thermal imidization at elevated temperatures. The developed PI coatings exhibited good comprehensive properties, including glass transition temperatures (Tg) as high as 346.9 °C, measured by dynamic mechanical analysis (DMA), and coefficients of linear thermal expansion (CTEs) as low as 24.6 × 10−6/K in the range of 50–300 °C. In addition, the PI coatings exhibited good adhesion to the fused quartz capillary columns. No cracking, delamination, warpage, or other failures occurred during the 100-cycle thermal shock test in the range of 25–320 °C.

Recent Advances in the Design of Ionenes: Toward Convergence with High‐Performance Polymers

AbstractIonenes, condensation polymers wherein the charge (typically cationic) lies directly within the polymer backbone, have been known for over 85 years. Historically, ionenes have been synthesized from 3o diamines and α,ω‐dihaloalkanes, forming chains of ammonium cations tethered by flexible hydrocarbon linkages with “free” halide anions. However, the requisite building blocks of ionenes are by no means limited only to such molecules. In recent years, ionenes with more sophisticated backbone chemistries have been produced, with a trend toward the use of functionalities associated with classical “high‐performance” condensation polymers such as polyimides and polyarylamides. The expansion of ionenes is also catalyzed by the rapid growth of research in imidazolium‐based ionic liquids (ILs), wherein the combination of ionenes with ILs can yield unexpected behaviors. Furthermore, when considering the largely unexplored experimental space in anionic ionenes, the opportunities for new materials are virtually endless. This review primarily focuses on developments in ionenes published in the scientific literature since 2010, but also includes some older examples that may not have received sufficient attention at the time of their original publication yet can provide some key lessons for the future of ionene design.

Soluble Polyimides Bearing (cis, trans)-Hydrogenated Bisphenol A and (trans, trans)-Hydrogenated Bisphenol A Moieties: Synthesis, Properties and the Conformational Effect

In this work, hydrogenated bisphenol A (HBPA) based dinitro mixed isomers (1a′ and 1a) were synthesized and separated via vacuum distillation under the monitor of DSC and 1H NMR. Corresponding diamines (2a′ and 2a) were separately polycondensed with five commercial dianhydrides via a two-step thermal imidization to obtain PI-(1′-5′) and PI-(1-5). All the polyimides could afford flexible, tough, and transparent films, and most of them were readily soluble not only in common polar solvents like DMAc, but also in low boiling point solvents such as chloroform. 1H NMR spectra of the polyimides demonstrated that HBPA moiety showed no conformation changes during the preparation of polymers. For a given dianhydride, PI-(1-5) exhibited better thermal stability than that of PI-(1′-5′), this can be attributed that the equatorial, equatorial C–O in PI-(1-5) promoted denser and more regular molecular chain stacking, as can be evidenced by the WAXD and geometric optimization results. Additionally, when the dianhydride was ODPA, BPADA or 6FDA, no apparent difference was found in either the transmittance or solubility between two series of polyimides, which could be attributed that twisted and flexible ether linkages, as well as bulky substituents, led to the “already weakened” inter- and intramolecular CT interaction and cohesive force. However, when it came to rigid and stiff dianhydride, e.g., BPDA, PI-3′ took an obvious advantage over PI-3 in transmittance and solubility, which was possibly owed to the larger molecular chain d-spacing imparted by equatorial, axial C–O. An overall investigation of PI-(1′-5′) and PI-(1-5) on aspects of thermal, mechanical, morphological, soluble and optical performance values was carried out, and the conformation effects of HBPA isomers on the properties of two series of polyimides were discussed in detail.

Effect of chain structure on the solvent resistance in aprotic solvents and pervaporation performance of PMDA and BTDA based polyimide membranes

Pervaporation (PV) performance of polyimide (PI) membranes has been attempted for the recovery of high concentrations of aprotic solvents, such as N, N-dimethyl formamide (DMF) and N, N-dimethylacetamide (DMAc). In this work, we explored the effect of chain structure on the solvent resistance and pervaporation performance of hydrophilic pyromellitic dianhydride (PMDA) and 3,3′,4,4′-benzophenonetetracarboxylic dianhydride (BTDA) based polyimide membranes. According to the Hansen solubility parameters and membrane formation morphologies, we selected five aprotic solvent resistant PI membranes with different chain structures. It was found that the swelling degrees in DMF and DMAc was principally determined by the elasticity modulus of the PI membrane, and was significantly influenced by the polymer chain structure. The flexible linkages (such as –OCH2 and CH2) suppressed the PI chain packing, which resulted in the d-spacing and fractional free volume (FFV) of PMDA based PI membrane was higher than BTDA based PI membrane. BTDA-BZD membrane had the highest elasticity modulus together with the lowest d-spacing value (4.68 Å) due to its symmetric intermolecular interaction and rigid chain structure. PV experiments were conducted with DMF/water and DMAc/water mixtures over a wide range of temperatures (30–60 °C) with 90 wt% solvent concentration. The BTDA based PI (M4) composite membrane showed the highest separating factor around 275 at 30 °C in DMAc solution, which was much higher than in DMF solution (the separating factor is about 70). Furthermore, the chemical and thermal stability test for the PI composite membranes in the presence of the feed solvent under the PV process demonstrated the excellent separation stability in DMAc solution.

Synthesis and self-assembly of aroylhydrazone based polycatenars: A structure-property correlation

Two series of aroylhydrazone based polycatenars which differ from each other in terms of the linking groups (semi flexible ester or flexible ether linkage) were synthesized. These hexacatenars were mesogenic and also showed gelation in organic solvents at very low concentration, which is assisted by the intermolecular hydrogen bonding. Both the series of hexacatenars were prepared by varying the peripheral chain length from n-hexyloxy to n-hexadecyloxy chain. In the case of ester based series on moving from n-decyloxy to n-dodecyloxy chain, a transition from columnar rectangular phase to columnar hexagonal phase was noticed. Such behavior was not seen in the case of ether-based hexacatenars, irrespective of the chain length. Representative hexacatenars from each series exhibited gelation at low concentration, but the critical gelation concentration of ester-based hexacatenar was almost half of that observed for ether-based hexacatenar. From these studies we can understand the importance of the linking group, which constitutes very small part of the molecule, but has a significant effect on the type of the self-assembly in bulk as well as in presence of solvents. The presence of semi-flexible ester group provides a bent conformation to the molecule, while the presence of flexible ether group provides a linear shape to the molecule, as evident from the molecular modeling studies. Further the presence of the ester group enhances the extent of intermolecular hydrogen bonding with the solvent that leads to a lower critical gelation concentration in comparison to the ether-based linking group. Such H-bonded liquid crystals have potential in the preparation of liquid crystalline physical gels and related applications.

Ecological and coenotical structure of the Regional Natural Monument «Chelyabinsk city pine forest» vegetation

The following paper deals with the ecological and coenotical structure of the Regional Natural Monument Chelyabinsk city pine forest vegetation. The estimation was done by a cluster analysis with Sorensen-Chekanovsky (Bray-Curtis) distance measure and a flexible beta group linkage method - by non-metric multidimensional scaling, phytoindication and general discriminant analysis algorithms. The flora and coenotical structure of Chelyabinsk city pine forest plant communities are characterized by significant anthropogenic transformation. Forest-margin and meadow, ruderal and synanthropic species are insinuating and naturalizing in pine forest communities actively and supplanting typical pine forest species off communities. The studied pine forest flora synanthropic index is 32 percent. 15 plant associations were detected; its flora, dominant and constant species, coenotical structure and biotopes were characterized by principal ecological factors. The biotopes series of ecological factors replacement were identified. Biotopes series are specified by forest stand ecological structure, that determining ecological regime changes from semi-light to semi-shade and from more arid to more damp. Also biotopes form series from wet more variable moistening bad-aerated not-acid and salt enriched soils to acid aerated poor soils with contrast arid moistening. The detected Chelyabinsk city pine forest biotopes are characterized by not so fluctuation of principal ecological factors.

Photo‐aligning of polyimide layers for liquid crystals

A series of soluble and highly transparent semi‐alicyclic polyimides (PIs) with designed flexible linkages have been synthesized derived from an alicyclic aromatic dianhydride (1,2,3,4‐cyclobutanetetracarboxylic dianhydride, CBDA) and various aromatic ether‐bridged diamines. The semi‐alicyclic PIs were evaluated as the photo‐alignment layers of liquid crystal (LC) molecules in liquid crystal display (LCD). Experimental results indicate that the photo‐alignment characteristics of LC molecules induced by the photo‐aligned PI layers and the electro‐optical (EO) properties of the LC cell devices are closely related with PI backbone structures. The retardation of the photo‐aligned PI layers is correlated with the ultraviolet (UV) absorption intensity of PI at 220 to approximately 330 nm. The higher UV absorption intensity PI has, the higher retardation and lower pre‐tilt angle the photo‐aligned PI layer exhibits. The defect‐free and photo‐aligned PI layer could result into the uniform LC texture, which is highly desired for in‐plane switching (IPS) mode LCD devices. In comparison, PI layer containing trifluoromethyl moiety shows poor photo‐aligning performance because of the strong electronic withdrawing effect of the fluorinated linkage.

Sulfonyl‐Containing Polyimide Dielectrics with Advanced Heat Resistance and Dielectric Properties for High‐Temperature Capacitor Applications

AbstractPolymer dielectrics, with advanced dielectric properties and heat resistance, are critical for high‐temperature capacitors in various applications. However, the high performance of heat resistance and dielectric properties are quite difficult to achieve all together due to their mutual implication. Here, by intensively investigating the correlation between molecular structure and properties, polyimide dielectrics with i) enhanced dielectric constant by introducing sulfonyl group, ii) low dissipation factor by introducing flexible linkage, and iii) highTg(glass transition temperature) by retaining an aromatic structure, are obtained. The sulfonyl‐containing polyimides with different flexible linkages exhibit simultaneously a high dielectric constant (4.50–5.98), low dissipation factor (0.00298–0.00426), and outstanding breakdown strength (most above 500 MV m−1), as well as superior heat resistance (Tg: 244–304 °C). Specifically, the polyimide (SPI‐1) with sulfonyl group in diamine moiety and para‐para linkage shows stable dielectric properties up to 150 °C, and the discharged energy density and charge–discharge efficiency can be as high as 7.04 J cm−3and 91.3% at 500 MV m−1, respectively.

Optical, thermal and gas separation properties of acetate-containing copoly(ether-imide)s based on 6FDA and fluorenyl diamines

The diamine, 9,9-bis[4-(4-amino-3-hydroxylphenoxy)phenyl]fluorene (BAHPPF) was synthesized by the modified two-step method. Then, a series of acetate-containing copoly(ether-imide)s were prepared by the copolymerization of BAHPPF, 9,9-bis(4-aminophenyl)fluorene (BAF) and 2,2′-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride (6FDA) followed by chemical imidization. The structures and properties of the BAHPPF and copoly(ether-imide)s were characterized by nuclear magnetic resonance spectrometer (NMR), Fourier transform infrared spectrometer (FTIR), X-ray diffractometer (XRD), differential scanning calorimeter (DSC), thermogravimetric analyzer (TGA), ultraviolet-visible spectrophotometer (UV-VIS), and tensile testing. Single gas permeation performances of these copoly(ether-imide)s were also studied for five representative gases of interest including H2, O2, N2, CO2, and CH4. The experimental results showed that the copoly(ether-imide)s showed excellent optical properties with high light transmittance above 80.2% at 450 nm. The glass transition temperature of these copolymers were higher than 333°C. Their tensile strength and Young’s module also increased, and the elongation decreased with the decrease of BAHPPF. High gas permeabilities of copoly(ether-imide)s were obtained, and the ideal selectivity of CO2/CH4 was improved due to the introduction of acetate group and flexible ether linkage. These copoly(ether-imide)s could be applied to the field of optics and gas separation.

Studies on thermo mechanical and surface properties of polysulfone/poly(ether imide ester) blends

Polyimides are high performance polymeric materials with excellent physical, thermal and mechanical properties, but its application is limited due to low processability and poor solubility. In order to improve processability and solubility without sacrificing thermal stability, flexible linkages such as ether and ester units were incorporated into the polyimide backbone. Poly (ether imide ester)s were prepared by high temperature solution polycondensation reaction. The blends of polysulfone (PSf) and poly (ether imide ester) were prepared by solution casting method. The effect of blend ratio on morphological, hydrophilic, mechanical and thermal properties of the resultant blends were evaluated. Thermal properties of the blends were analyzed using thermo gravimetric analysis and differential scanning calorimetry. The contact angle measurements was carried out to study the influence of poly (ether imide ester) in corporation on the wettability of the of PSf matrix. Various surface parameters such as total surface free energy, interfacial free energy, work of adhesion, spreading coefficient and Girifalco-Good’s interaction parameter were calculated from the measured contact angle values.

A Conformationally Flexible Macrocyclic Dipyrrin Tetramer and Its Unsymmetrically Twisted Luminescent Zinc(II) Complex.

A macrocyclic dipyrrin tetramer containing flexible m-phenylene linkages and its tetranuclear zinc(II) complex were synthesized. The obtained complex has an unsymmetrical figure-of-eight structure because of the conformational flexibility of the macrocyclic framework. The first μ-hydroxo- and μ-acetato-bridged dinuclear zinc(II) dipyrrin complex structure is realized in the twisted macrocyclic complex. Furthermore, the complex exhibited an efficient emission in toluene and chloroform.