A photoswitchable diarylethene heterodimer for use as a multifunctional logic gate

Ai, Qi; Ahn, Kwang‐Hyun

doi:10.1039/c6ra06301b

Cited by 16 publications

(17 citation statements)

References 44 publications

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“…Remarkably, Andréasson, Pischel, and Gust have shown that all‐photonic molecular logic devices can also perform various other logic operations, in addition to password authorization . The photonic reset function of photochromic security devices is also superior to that of other chemical logic systems with reset capability, in which the accumulation of chemical waste and dilution restrict the number of times the system can be recycled.…”

Section: Molecular Logic Gate‐based User Authorization Systemsmentioning

confidence: 99%

“…The latter are macroscopic analytical devices that, similar to the way the olfactory system operates, can interact non‐specifically with a wide range of analytes and discriminate among them by creating a wide range of unique identification patterns . Hence, the main difference between 8 and the molecular keypad locks discussed before is that instead of generating a single digital output (0 or 1) for each code entry, it associates each password with a unique emission “signature” that enables it to authorize multiple users.…”

Section: User Authorization By Pattern‐generating Fluorescent Molecumentioning

confidence: 99%

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User Authorization at the Molecular Scale

2017

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Electronic user authorization systems help us maintain our privacy in many aspects of everyday life. However, the increasing difficulty to secure access and/or information digitally has inspired chemists to devise alternative, molecular approaches, in which users are identified by chemical means. The potential advantages of using molecular user authentication systems over conventional electronic devices are their versatility and unusual operating principles, which complicate replicating and, consequently, breaking into molecular security devices. Their molecular scale is another unique property that enables hiding such systems and, consequently, applying steganography as an additional layer of protection. Although the area of molecular‐based user authorization is still in its infancy, the development of various molecular keypad locks and, more recently, a password‐protected molecular cryptographic machine, indicate the possibility of protecting information at the molecular scale.

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Section: Molecular Logic Gate‐based User Authorization Systemsmentioning

confidence: 99%

Section: User Authorization By Pattern‐generating Fluorescent Molecumentioning

confidence: 99%

User Authorization at the Molecular Scale

2017

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“…Since then, various types of fluorescent diarylethenes with disulfonylbenzothiophene groups have been published (Scheme 1). [21][22][23] In the course of this research, we were interested in disulfonyl derivative 2 and considered various ways to synthesize this material. [4][5][6]18,19 Diarylethene 1 is a photochromic material that can be readily produced through the Suzuki reaction using dibromothiophene as a starting material.…”

Section: Introductionmentioning

confidence: 99%

Turn‐On Fluorescent Photochromic Disulfonylarylthiophenes: Effect of Sulfone Groups on Fluorescence and Conversion

Hong

Khan

et al. 2018

Bulletin Korean Chem Soc

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A series of diarylthiophenes containing sulfone groups were synthesized using selective sulfur oxidation of benzothiophene group by meta-chloroperoxybenzoic acid at room temperature, and their photophysical and chemical properties were studied. These compounds exhibited good photochromic behavior with a good fatigue property under consecutive ultraviolet (UV) and visible irradiation. The ring-closed form emitted fluorescence upon UV excitation and the wavelength of fluorescence varied depending on the substituent. Compounds 2-5 exhibited high conversion ratios, reaching 95% for compound 5, the benzoyl derivative, under UV irradiation. This high conversion is thought to be due to the lower quantum yield of the ring-opening reaction compared to the ring-closing reaction.

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“…Multi-photochromic systems can be used to perform logic gate or keypad lock functions. 6,7,[31][32][33][34][35][36][37] The basis of a keypad lock is that the correct inputs must be entered in the correct order to diarylethene unit. The inputs of UV light and red light needed to be applied in sequence in order to produce a fluorescent state.…”

Section: Introductionmentioning

confidence: 99%

Photochrome-doped organic films for photonic keypad locks and multi-state fluorescence

Ritchie

Vamvounis

Soleimaninejad

et al. 2017

Phys. Chem. Chem. Phys.

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The spectroscopic properties of poly(methyl methacrylate) polymer films doped with two kinds of photochromic molecular switches are investigated. A green-fluorescent sulfonyl diarylethene (P1) is combined with either a non-fluorescent diarylethene (P2) or red-fluorescent spiropyran (P3). Photoswitching between the colorless and colored isomers (P1: o-BTFO4 ↔ c-BTFO4, P2: o-DTE ↔ c-DTE, P3: SP ↔ MC) enables the P1 + P2 and P1 + P3 films to be cycled through three distinct states. From the initial state (o-BTFO4 + o-DTE/SP), irradiation with UV light generates the second state (c-BTFO4 + c-DTE/MC), where c-BTFO4 → c-DTE/MC energy transfer is established. Irradiation with green light then generates the third state (c-BTFO4 + o-DTE/SP), where the energy transfer acceptor is no longer present. Finally, irradiation with blue light regenerates the initial state. For the P1 + P2 film, only one state is fluorescent, with the irradiation inputs required to be entered in the correct order to access this state, acting as a keypad lock. For the P1 + P3 film, the states emit either no fluorescence, red fluorescence, or green fluorescence, all using a common excitation wavelength. Additionally, once the fluorescence is activated with UV light, it undergoes a time-dependent color transition from red to green, due to the pairing of P-type and T-type photochromes. These multi-photochromic systems may be useful for security ink or imaging applications.

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A photoswitchable diarylethene heterodimer for use as a multifunctional logic gate

Abstract: A photoswitchable diarylethene heterodimer was prepared and its applications to logic gates were successfully demonstrated.

Cited by 16 publications

References 44 publications

User Authorization at the Molecular Scale

User Authorization at the Molecular Scale

Turn‐On Fluorescent Photochromic Disulfonylarylthiophenes: Effect of Sulfone Groups on Fluorescence and Conversion

Photochrome-doped organic films for photonic keypad locks and multi-state fluorescence

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