Photomobile Polymer Materials: Photoresponsive Behavior of Cross‐Linked Liquid‐Crystalline Polymers with Mesomorphic Diarylethenes

Mamiya, Jun‐ichi; Kuriyama, Akito; Yokota, Naoki; Yamada, Masafumi; Ikeda, Tomiki

doi:10.1002/chem.201406299

Cited by 49 publications

(42 citation statements)

References 57 publications

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“…[39,41] When a0 .3 MW resistor was loaded onto ag enerator that included a20mgstrip of BHSB@AGasthe actuator,the peak output reached approximately 80 mV ( Figure 5B). [34,[42][43][44][45][46] Figure 4. These values were significantly higher than the background (0.014 nW,F igure S10).…”

Section: Methodsmentioning

confidence: 99%

Light‐ and Humidity‐Induced Motion of an Acidochromic Film

2015

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A smart acidochromic agarose-based film with 1,4-bis(para-hydroxystyryl)benzene as the pH-responsive fluorophore was prepared. This film can simultaneously harness the chemical potential of light and aerial humidity gradients to convert them into mechanical work. The strong reversible hygroscopicity of the agarose matrix induces swift locomotion by mechanical deformation owing to exchange of water with the surroundings. Driven by humidity, a 20 mg composite film coupled to a piezoelectric bending transducer sensor generates a peak output of approximately 80 mV, which corresponds to a power density of 25 μW kg(-1). Excitation with UV light triggers isomerization of the chromophore, which appears as reshaping by spiraling, bending, or twisting of the film. The material also responds to changes in the pH value by reversible protonation of the fluorophore with rapid changes in color and fluorescence. The threefold sensing capability of this smart material could be utilized for the fabrication of multiresponsive actuating dynamic elements in biomedicine and soft robotics.

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Section: Methodsmentioning

confidence: 99%

Light‐ and Humidity‐Induced Motion of an Acidochromic Film

2015

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“…Among these photochromic compounds, diarylethenes are regarded as the best promising candidates for their reversible cyclization/cycloreversion photoreaction upon alternating irradiation with UV and visible light, which have remarkable thermal stability of the respective isomers [2], notable fatigue resistance [4], and high reactivity in the solid state [9]. Up to date, design and synthesis of new diarylethenes bearing different aryl moieties have become an active area of research [10][11][12][13][14]. The photochromic characteristics of diarylethenes strongly depend on the kind of the heteroaryl moieties and their substituents [15,16].…”

Section: Discussionmentioning

confidence: 99%

Structure and photochromism of 1,2-bis[2-methyl-5-(2-chlorophenyl)-3-thienyl]-3,3,4,4,5,5-hexafluorocyclopent-1-ene, C₂₇H₁₆Cl₂F₆S₂

Wang

Liu

2017

Zeitschrift Für Kristallographie - New Crystal Structures

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C 27 H 16 Cl 2 F 6 S 2 , triclinic, P1 (no. 2), a = 8.3612(18) Å, b = 11.8991(7) Å, c = 13.3979 ( CCDC no.: 1534853The asymmetric unit of the title crystal structure is shown in the figure. The smaller component of the disordered groups are omitted for clarity. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters. Source of materialThe title compound was prepared according to the litera- recrystallized from n-hexane at room temperature to obtain colorless crystals. Experimental detailsThe hydrogen atoms were located by geometrically calculations, and their positions and thermal parameters were fixed during the structure refinement. The occupancies of the disordered carbon and chlorine atoms at the benzene rings in the molecular moiety are refined to a 0.553(2):0.447(2) ratio for C22 and C22A, C23 and C23A, C24 and C24A, C25 and C25A, C26 and C26A,C27 and C27A, Cl2 and Cl2A; a 0.816(2):0.184(2) ratio for C1 and C1A, C2 and C2A, C3 and C3A, C4 and C4A, C5 and C5A, C6 and C6A, Cl and ClA, respectively. DiscussionOrganic photochromic materials have received considerable attention because of their promising applications in the fields of optical memories and switches [2-4], full-color display [5,6], sensors [7,8], and much more. Among these photochromic compounds, diarylethenes are regarded as the best promising candidates for their reversible cyclization/cycloreversion photoreaction upon alternating irradiation with UV and visible light, which have remarkable thermal stability of the respective isomers [2], notable fatigue resistance [4], and high

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“…Usually,amulti-step synthesis is employed to access theses ubstrates, such as halogenation at the C3 position starting from C2-substituted precursors, followed by functional-group transformations. [8] In the last two decades, CÀH functionalization has been developeda sam ore efficient method to introduces ubstituents to heterocycle rings,b ut this takes place at the C2 position for benzothiophenes and benzofuranso rr equires the introductionofd irecting groups. [9] To improve synthetic efficiency and allow functionalization at less-reactive positions, domino reactions constitutea na ttractive strategy.…”

Section: Synthesis Of Heterotetracenesmentioning

confidence: 99%

Heterotetracenes: Flexible Synthesis and in Silico Assessment of the Hole‐Transport Properties

Gryn’ova

Saenz

et al. 2017

Chemistry A European J

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Thienoacenes and furoacenes are among the most frequent molecular units found in organic materials. The efficient synthesis of morphologically different heteroacenes and the rapid determination of their solid-statea nd electronic properties are still challenging tasks, which slow down progress in the development of new materials. Here, we report af lexible and efficient synthesis of unprecedented heterotetracenes based on ap latinum-and gold-catalyzed cyclization-alkynylation domino process using EthynylBenziodoXole (EBX) hypervalent iodine reagents in the key step. The proof-of-principlei ns ilico estimation of the synthesized tetracenes'c harget ransport properties reveals their strong dependence on both the positionand nature of the heteroatoms in the ring system.Abroad range of mobility is predicted, with some compounds displaying performance potentiallyc omparable to that of state-of-the-art electronic organic materials.

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Photomobile Polymer Materials: Photoresponsive Behavior of Cross‐Linked Liquid‐Crystalline Polymers with Mesomorphic Diarylethenes

Cited by 49 publications

References 57 publications

Light‐ and Humidity‐Induced Motion of an Acidochromic Film

Light‐ and Humidity‐Induced Motion of an Acidochromic Film

Structure and photochromism of 1,2-bis[2-methyl-5-(2-chlorophenyl)-3-thienyl]-3,3,4,4,5,5-hexafluorocyclopent-1-ene, C₂₇H₁₆Cl₂F₆S₂

Heterotetracenes: Flexible Synthesis and in Silico Assessment of the Hole‐Transport Properties

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Photomobile Polymer Materials: Photoresponsive Behavior of Cross‐Linked Liquid‐Crystalline Polymers with Mesomorphic Diarylethenes

Cited by 49 publications

References 57 publications

Light‐ and Humidity‐Induced Motion of an Acidochromic Film

Light‐ and Humidity‐Induced Motion of an Acidochromic Film

Structure and photochromism of 1,2-bis[2-methyl-5-(2-chlorophenyl)-3-thienyl]-3,3,4,4,5,5-hexafluorocyclopent-1-ene, C27H16Cl2F6S2

Heterotetracenes: Flexible Synthesis and in Silico Assessment of the Hole‐Transport Properties

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Structure and photochromism of 1,2-bis[2-methyl-5-(2-chlorophenyl)-3-thienyl]-3,3,4,4,5,5-hexafluorocyclopent-1-ene, C₂₇H₁₆Cl₂F₆S₂