Thermochromism of Poly(Pentacosa-di-ynoic Acid) Formed on Zinc Oxide

Hatada, Motoyoshi; Katanosaka, Akisato; Minami, Norio

doi:10.2494/photopolymer.19.63

Cited by 5 publications

(4 citation statements)

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“…After polymerization, reversible color changes, namely, thermochromism, from blue to red were observed on the PDA crystals with the intercalated metal ions with changes in temperature (Figure ). In previous works, − PDAs with the designed molecular structures showed thermochromism in the organized states. Similar thermochromism was observed on pure crystalline PDAs on zinc oxide crystals. − However, the morphology and orientation of these crystalline PDAs were not fully controlled by these methods.…”

Section: Results and Discussionmentioning

confidence: 78%

“…In previous works, − PDAs with the designed molecular structures showed thermochromism in the organized states. Similar thermochromism was observed on pure crystalline PDAs on zinc oxide crystals. − However, the morphology and orientation of these crystalline PDAs were not fully controlled by these methods. In previous works, the PCDA metal salts were prepared by LB methods on the solution containing the cations. − After polymerization, the PDA metal salts showed reversible color change.…”

Section: Results and Discussionmentioning

confidence: 78%

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Advanced Biomimetic Approach for Crystal Growth in Nonaqueous Media: Morphology and Orientation Control of Pentacosadiynoic Acid and Applications

et al. 2015

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In nature, biological macromolecules control the growth of inorganic crystals under mild conditions in aqueous media. Inspired by biomineralization, biomimetic approaches have been studied for growth control of inorganic crystals in aqueous media by using organic molecules and polymers. The approaches were not applied to nonaqueous systems for the development of functional organic materials. Here, we have applied biomimetic approaches to growth control of organic crystals in nonaqueous media. Morphology and orientation of 10,12-pentacosadiynoic acid (PCDA) crystals, a diacetylene derivative, were controlled in organic media with the additive organic polymers and surface-modified substrates. The oriented PCDA ribbons were obtained by an advanced biomimetic approach. After topochemical polymerization, the resultant polydiacetylenes (PDA) ribbons were applied to the thermochromic materials with intercalation of metal ions and the semiconductor layer of an organic field-effect transistor. The present work implies that biomimetic approaches can be applied to morphology and orientation control of organic crystals.

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Section: Results and Discussionmentioning

confidence: 78%

Section: Results and Discussionmentioning

confidence: 78%

Advanced Biomimetic Approach for Crystal Growth in Nonaqueous Media: Morphology and Orientation Control of Pentacosadiynoic Acid and Applications

et al. 2015

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“…These results indicate that both the thermal and photostability of the 10% AO5-LDH film are enhanced significantly as a result of the host−guest interactions in the composite material. Compared with conventional thermochromic materials (inorganic, liquid crystalline, and organic systems), the thin film in this work possesses the advantages of enhanced thermal stability, long storage time, easy manipulation, low cost, and environmental friendliness.…”

Section: Resultsmentioning

confidence: 99%

A Thermochromic Thin Film Based on Host−Guest Interactions in a Layered Double Hydroxide

Wang

Shi

et al. 2009

Langmuir

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Optically transparent thin films with thermochromic properties have been fabricated by means of cointercalation of different molar ratios of 4-(4-anilinophenylazo)benzenesulfonate (AO5) and sodium dodecylbenzene sulfonate (SDS) into the galleries of a ZnAl layered double hydroxide (LDH). The X-ray diffraction (XRD) patterns of these thin films show that they are assembled in a highly c-oriented manner, and the basal spacing ranges from 2.95 to 2.63 nm with varying AO5/SDS molar ratio. The preferential orientation of AO5 in the galleries of 10% AO5-LDH (AO5/SDS = 10:90, molar percentage) was evaluated by the fluorescence polarization technique; the results show that AO5 anions are accommodated between sheets of ZnAl-LDH as monomeric units with a tilt angle Psi (defined as the angle between the transition dipole moment of the AO5 anion with respect to the normal to the LDH layer) of 74 degrees. It was found that the composite film exhibits marked thermochromic behavior (light yellow <==> reddish-orange) in the temperature range of 35-65 degrees C, which is reversible over a number of heating-cooling cycles. It has been demonstrated that the thermochromic behavior results from tautomerism of interlayer AO5 and furthermore that both the host-guest and guest-guest interactions are key factors, since pristine AO5 shows no thermochromic performance. The 10% AO5-LDH film shows the highest thermochromic efficiency of all the films examined. Furthermore, a reversible contraction and expansion of the LDH basal spacing was also observed for this thin film over the same temperature range.

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“…The reversible color change was observed on the PDAs with the designed molecular structures . The PDAs deposited on the specific substrates showed the reversible color changes . The results imply that the structures of PDAs have an influence on the color‐change properties.…”

Section: Introductionmentioning

confidence: 83%

Intercalation‐Induced Tunable Stimuli‐Responsive Color‐Change Properties of Crystalline Organic Layered Compound

Okaniwa

Oaki

Imai

2016

Adv Funct Materials

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compound ( Figure 1 ). If the intercalation of guests changes crystal structures of the organic layered compound, the dynamic properties can be tuned by not molecular design but intercalation. In the present work, temperature-and stress-induced color-change properties of a crystalline layered PDA were tuned by intercalation of guest metal ions in the layered structure.PDAs with π -conjugated backbone are synthesized by polymerization of diacetylene (DA) monomers. [21][22][23] For example, 10,12-Pentacosadiynoic acid (PCDA) forms the layered crystal structure with the lamellar bilayer molecular assembly (Figure 1 ). When the distance between the diacetylene moieties is shorter than 0.5 nm in the assembled states, the topochemical polymerization without changes of the molecular arrangement is achieved by irradiation of UV light, X-ray, and γ-ray. [ 24,25 ] PDAs have a wide variety of applications, such as transistors and sensors. [26][27][28][29][30][31][32][33][34][35][36] One of the most characteristic properties of PDAs is stimuli-responsive color changes. [ 24,25 ] However, the stimuli-responsive properties of PDAs, such as color, responsivity, and reversibility, were not tuned by simple approaches except molecular design. In general, the blue color of PDA derivatives irreversibly turns to the red one by application of external stimuli, such as temperature rise. Since the external stimuli cause the torsion of the PDA main chains, shortening of the conjugation length induces the irreversible color changes. [26][27][28][29][30] The reversible color change was observed on the PDAs with the designed molecular structures. [ 37,38 ] The PDAs deposited on the specifi c substrates showed the reversible color changes. [ 39,40 ] The results imply that the structures of PDAs have an infl uence on the color-change properties. In our previous work, [ 41 ] the reversible color changes were observed with temperature increase and decrease on the thinfi lm crystals of the layered PDA with intercalation of zinc ion (Zn 2+ ) in the interlayer space. If the structures of the original PDAs are modifi ed by the intercalation, the color-change properties, such as color, responsivity, and reversibility can be tuned by the simple method. Here we focused on the intercalation of metal ions in the layered PDAs for tuning of the structures and the color-change properties. The metal salts of precursor PCDA crystals and their polymerized structures were prepared in the crystalline states and Langmuir-Blodgett

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Thermochromism of Poly(Pentacosa-di-ynoic Acid) Formed on Zinc Oxide

Cited by 5 publications

References 1 publication

Advanced Biomimetic Approach for Crystal Growth in Nonaqueous Media: Morphology and Orientation Control of Pentacosadiynoic Acid and Applications

Advanced Biomimetic Approach for Crystal Growth in Nonaqueous Media: Morphology and Orientation Control of Pentacosadiynoic Acid and Applications

A Thermochromic Thin Film Based on Host−Guest Interactions in a Layered Double Hydroxide

Intercalation‐Induced Tunable Stimuli‐Responsive Color‐Change Properties of Crystalline Organic Layered Compound

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