Photoactive Compounds Based on the Thiazolo[5,4‐<i>d</i>]thiazole Core and Their Application in Organic and Hybrid Photovoltaics

Reginato, Gianna; Mordini, Alessandro; Zani, Lorenzo; Calamante, Massimo; Dessì, Alessio

doi:10.1002/ejoc.201501237

Cited by 51 publications

(33 citation statements)

References 129 publications

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“…The heat of adsorption values were calculated using the ASAP 2020 v3.05 software. Water sorption isotherms were obtained volumetrically from a Quantachrome Autosorb iQ MP instrument molecules and polymers as well as their application in the field of organic electronics (e.g., OFETs, OSCs) [31,32]. In contrast, the tztz unit has been reported only in relatively few coordination compounds (15 hits in the CCDC database).…”

Section: Methodsmentioning

confidence: 99%

“…The tztz unit was incorporated into photoactive materials due to its rigid and planar structure and electron deficiency. Both Maes et al and Dessi et al reviewed the synthetic procedures to obtain tztz-containing small molecules and polymers as well as their application in the field of organic molecules and polymers as well as their application in the field of organic electronics (e.g., OFETs, OSCs) [31,32]. In contrast, the tztz unit has been reported only in relatively few coordination compounds (15 hits in the CCDC database).…”

Section: Introductionmentioning

confidence: 99%

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Incorporating the Thiazolo[5,4-d]thiazole Unit into a Coordination Polymer with Interdigitated Structure

2018

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Abstract:The linker 2,5-di(4-pyridyl)thiazolo [5,4-d]thiazole (Dptztz), whose synthesis and structure is described here, was utilized together with benzene-1,3-dicarboxylate (isophthalate, 1,3-BDC 2− ) for the preparation of the two-dimensional coordination network [Zn(1,3-BDC)Dptztz]·DMF (DMF = dimethylformamide) via a solvothermal reaction. Compound [Zn(1,3-BDC)Dptztz]·DMF belongs to the class of coordination polymers with interdigitated structure (CIDs). The incorporated DMF solvent molecules can be removed through solvent exchange and evacuation such that the supramolecular 3D packing of the 2D networks retains porosity for CO 2 adsorption in activated [Zn(1,3-BDC)Dptztz]. The first sorption study of a tztz-functionalized porous metal-organic framework material yields a BET surface of 417 m 2 /g calculated from the CO 2 adsorption data. The heat of adsorption for CO 2 exhibits a relative maximum with 27.7 kJ/mol at an adsorbed CO 2 amount of about 4 cm 3 /g STP, which is interpreted as a gate-opening effect.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Incorporating the Thiazolo[5,4-d]thiazole Unit into a Coordination Polymer with Interdigitated Structure

2018

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“…[7] TTz is ag ood extending framework for viologen compounds due to its planar structure that is beneficial for the electronic communication of ac onjugated system. The "extended viologens", N,N'-disubstituted dipyridinium thiazolo [5,4-d]thiazole (TTz 2+ ), were recently reported as long life-time blue photo-luminescent materials.…”

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confidence: 99%

A π‐Conjugation Extended Viologen as a Two‐Electron Storage Anolyte for Total Organic Aqueous Redox Flow Batteries

et al. 2017

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Extending the conjugation of viologen by ap lanar thiazolo [5,4-d]thiazole (TTz) framework and functionalizing the pyridinium with hydrophilic ammonium groups yielded ah ighly water-soluble p-conjugation extended viologen, 4,4'-(thiazolo [5,4-d] With the advantages of decoupled energy and power, high current and power performance,non-flammable and low cost aqueous supporting electrolytes,aswell as the tunable redox potentials of the organic active materials,a queous organic redox flow batteries (AORFBs) have attracted increasing research and technology development for large scale and dispatchable storage (up to MW/MWh) of the intermittent renewable energy including solar and wind energy.[1] In AORFBs,w ater-soluble organic redox active materials or compounds are applied as electrolyte materials.Inthe charge process,e nergy is stored by the reduction of anolyte and oxidation of catholyte;inthe discharge process,the energy is outputted by the re-oxidation of anolyte and re-reduction of catholyte

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“…To achieve such molecular orbital energy levels, one possible approach is to synthesize π‐conjugated polymers by integrating electron donor and withdrawing units together in an appropriate manner. Thiazole derivatives, which contain sulfur and nitrogen atoms, have been considered as electron withdrawing unit candidates for conjugated polymers . Recently, a series of new π‐conjugated donor–acceptor alternating polymers based on various thiazole derivative units was reported; their synthesis and fundamental characterizations were discussed in detail.…”

Section: Molecular Weights and Polydispersity Indices Thermal Propermentioning

confidence: 99%

Nanoscale Film Morphology and n‐Type Digital Memory Characteristics of π‐Conjugated Donor–Acceptor Alternating Copolymer Based on Thiophene and Thiadiazole Units

Lee

Fukuta

Kim

et al. 2019

Macromol. Rapid Commun.

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Various molecular weight π‐conjugated donor–acceptor polymers based on thiadiazole and thiophene units are investigated with respect to nanoscale film morphology and digital memory performance. Interestingly, all polymers reveal excellent n‐type digital permanent memory characteristics, which are governed by the combination of Ohmic and trap‐limited space charge limited conductions via a hopping process using thiadiazole and thiophene units as charge traps and stepping stones. The digital memory performance is significantly influenced by the film morphology details that vary with the polymer molecular weight as well as the film thickness. A higher population of face‐on structure formation, as well as higher molecular weight, provides a wider film thickness window of digital memory operation. Overall, π‐conjugated PBTDzTV polymers are suitable for the production of high‐performance, programmable n‐type permanent memory devices with very low power consumption.

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Photoactive Compounds Based on the Thiazolo[5,4‐d]thiazole Core and Their Application in Organic and Hybrid Photovoltaics

Cited by 51 publications

References 129 publications

Incorporating the Thiazolo[5,4-d]thiazole Unit into a Coordination Polymer with Interdigitated Structure

Incorporating the Thiazolo[5,4-d]thiazole Unit into a Coordination Polymer with Interdigitated Structure

A π‐Conjugation Extended Viologen as a Two‐Electron Storage Anolyte for Total Organic Aqueous Redox Flow Batteries

Nanoscale Film Morphology and n‐Type Digital Memory Characteristics of π‐Conjugated Donor–Acceptor Alternating Copolymer Based on Thiophene and Thiadiazole Units

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