Fabrication of porous organic polymers in the form of powder, soluble in organic solvents and nanoparticles: a unique platform for gas adsorption and efficient chemosensing

Bandyopadhyay, Sujoy; Pallavi, Pragyan; Anil, Amith G.; Patra, Abhijit

doi:10.1039/c5py00235d

Cited by 70 publications

(47 citation statements)

References 46 publications

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“…1 H-NMR, Fourier transform infra-red spectra, field emission scanning electron microscopy (FESEM) image, thermogravimetric analysis (high thermal stability up to 375 o C) and powder X-ray diffraction pattern of the polymer are shown in Fig. 19 Normalized absorption, emission and excitation spectra of a tetrahydrofuran (THF) solution of TPDC-DB as compared to those of the monomer TPDC are shown in Fig. The porosity of TPDC-DB was estimated from nitrogen adsorption-desorption isotherms.…”

Section: Resultsmentioning

confidence: 99%

“…19 TBDC (1 equivalent), 1,4-diethenylbenzene (2.1 eqv. 19 TBDC (1 equivalent), 1,4-diethenylbenzene (2.1 eqv.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

“…[5][6][7][8] Of late, conjugated porous organic polymers (POPs) have emerged as a versatile class of materials with promising applications ranging from gas storage and separation, 9,10 catalysis, 11 energy storage and light harvesting 12,13 to bio and chemo-sensing including nitroaromatics. 19 Herein, fluorescence quenching of the solution processable polymer by nitroaromatics is explored. 8, 16 In most cases, fluorescence quenching by nitroaromatics has been ascribed to dynamic quenching through collisions, static quenching by ground-state complex formation, resonance energy transfer (RET) or photo-induced electron transfer (PET).…”

Section: Introductionmentioning

confidence: 99%

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Trace level detection of nitroanilines using a solution processable fluorescent porous organic polymer

et al. 2016

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Fax: +91 (0)755 409 2392; Tel: +91 (0)755 669 2378. †Electronic Supplementary Information (ESI) available: [Details of characterizations of the polymer, molecular structures of the analytes, limits of detection, solid-state contact mode detection of nitroanilines, EPR and computational investigations.]. SeeA solution processable conjugated porous organic polymer (POP) based on tetraphenyl-5,5dioctylcyclopentadiene (TPDC-DB) was employed for nitroaromatics sensing by amplified fluorescence quenching. A comprehensive investigation was carried out using a set of 30 closely related analytes such as nitrophenols, nitrotoluenes, nitroanilines, nitobenzenes, quinones etc. Nitroanilines were found to be the most efficient quenchers in contrast to the extensively studied picric acid, which is unprecedented among POPs. Rigorous spectroscopic investigations including UV-Vis absorption, steady-state and time-resolved fluorescence, electron paramagnetic resonance coupled with computational studies provided new insight into the underlying photophysical phenomenon of fluorescence quenching. The Stern-Volmer plots were analyzed employing sphere of action model. It was observed that the electron-deficient nature of the nitroaromatics is not the sole governing factor responsible for fluorescence quenching. Naked eye detection of nitroanilines by TPDC-DB was also demonstrated. Detection limits for p-nitroaniline were found to be extremely low, 455 ppb in solution and ~ 1.8 ng cm -2 in contact mode. Scheme 1. Fabrication of porous organic polymer TPDC-DB by Sonogashira cross coupling between tetrakis(4-bromophenyl)-5,5dioctylcyclopentadiene and 1,4-diethynylbenzene.

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Section: Resultsmentioning

confidence: 99%

“…19 TBDC (1 equivalent), 1,4-diethenylbenzene (2.1 eqv. 19 TBDC (1 equivalent), 1,4-diethenylbenzene (2.1 eqv.…”

Section: Synthesis and Characterizationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Trace level detection of nitroanilines using a solution processable fluorescent porous organic polymer

et al. 2016

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“…The isotherms also showed a hysteresis loop in the desorption isotherm which is attributed to the mesoporous structure which may be due to the stacking of polymer clusters ( Figure a,b). The highest surface area of soluble analogues was 646 m 2 g −1 , which is prior to most of the reported SPOPs such as SCMP1 (505 m 2 g −1 ), TPDC P1 (410 m 2 g −1 ), SPCPs (535 m 2 g −1 ), HPs (485 m 2 g −1 ), and TPDC‐BZ (610 m 2 g −1 ) . To better understand the mechanism of pore formation, nitrogen sorption isotherms have been evaluated after dissolving poly(DCDM)‐395 in a good solvent (CHCl 3 ) that was slowly evaporated.…”

Section: Methodsmentioning

confidence: 99%

“…[12][13][14][15][16][17][18][19] One of the key challenges with POPs is the limited solubility which hinders their processability and mechanical properties for device integration and real applications. [20][21][22] There have been a number of materials reported that overcome the solubility issues associated with POPs including polymers of intrinsic microporosity (PIMs), [23,24] soluble conjugated microporous polymers (SCMPs), [25,26] and soluble conjugated poly meric nanoparticles (SCPNs). [27,28] The pores in these materials are largely derived from stacking instead of intrinsic cavities; therefore, the surface area is dependent on the processing conditions which restricts widespread implementation.…”

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confidence: 99%

Soluble Hyperbranched Porous Organic Polymers

Yang

Feng

Ren

et al. 2018

Macromol. Rapid Commun.

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Soluble porous organic polymers (SPOPs) are currently the subject of extensive investigation due to the enhanced processability compared to insoluble counterparts. Here, a new concept for the construction of SPOPs is presented, which combines the unique topological structure of hyperbranched polymers with rigid building blocks. By using this facile, one-step strategy, a class of novel SPOPs which possess surface areas up to 646 m g have been synthesized. The extended π-conjugated backbone affords the polymers bright fluorescence under UV irradiation. Interestingly, after dissolution in a suitable solvent that was slowly evaporated, the polymers retain a large extent of porosity. The SPOPs are potential candidates for gas storage and separation, photovoltaic, and biological applications. In particular, due to the presence of an internal porous structure and open conformations, they show high drug loading efficiency (1.91 g of ibuprofen per gram), which is considerably higher than conventional porous organic polymers.

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Dual‐Function Near‐Infrared Emitting Aerogel‐Based Device for Detection and Sunlight‐Driven Photodegradation of Antibiotics: Realizing the Processability of Silsesquioxane‐Based Fluorescent Porous Materials

Wang

Unno

Liu

2023

Adv Funct Materials

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It is highly desirable to develop facile methods to improve the processability of porous materials for industrial applications. Herein, the preparation of a novel near‐infrared emitting hybrid aerogel (PCS‐CA) is reported by physically blending a porous material with chitosan. The applied porous material (PCS‐CZ‐O‐DCM) is obtained from a near‐infrared emission semiconductor compound (CZ‐O‐DCM) and octavinylsilsesquioxane (OVS). PCS‐CZ‐O‐DCM can detect tetracycline hydrochloride selectively and rapidly in various solution with an extremely low detection limit of 0.29 µm for fluorescence quenching. It also exhibits an outstanding sunlight‐driven photodegradation activity for antibiotics even in the absence of additional oxidation agents or pH control. PCS‐CA also performs better than PCS‐CZ‐O‐DCM powder. A PCS‐CA‐based glass device is further fabricated, which enables a larger amount of water purification of antibiotics by a continuous flow‐through system by light‐driven degradation. By blending with a soft polymer matrix, improved processability can be applied to insoluble porous materials. As a result, a novel functional devices can be realized which provides a new way to apply insoluble porous materials.

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Fabrication of porous organic polymers in the form of powder, soluble in organic solvents and nanoparticles: a unique platform for gas adsorption and efficient chemosensing

Abstract: Tetraphenyl-5,5-dioctylcyclopentadiene based porous organic polymers were fabricated in the form of powder, soluble in organic solvents and nanoparticles and were explored for gas adsorption and chemosensing.

Cited by 70 publications

References 46 publications

Trace level detection of nitroanilines using a solution processable fluorescent porous organic polymer

Trace level detection of nitroanilines using a solution processable fluorescent porous organic polymer

Soluble Hyperbranched Porous Organic Polymers

Dual‐Function Near‐Infrared Emitting Aerogel‐Based Device for Detection and Sunlight‐Driven Photodegradation of Antibiotics: Realizing the Processability of Silsesquioxane‐Based Fluorescent Porous Materials

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