Synthesis and chemosensing behavior of fluorene‐based alternating copolymers containing ether side chains and Si–vinylene units in the main chain

Naga, Naofumi; Ohkura, Yoshikazu; Tagaya, Nanae; Tomoda, Haruhiko

doi:10.1002/pola.24943

Cited by 9 publications

(7 citation statements)

References 37 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Heck coupling has become an important method to assemble molecules and polymers, such as luminescent molecules10 and conjugated polymers,11 as well as POSS derivatives 12. Very recently, Heck cross‐coupling reactions have been used as a modular, highly efficient and highly orthogonal method for polymer‐polymer conjugation 13.…”

Section: Introductionmentioning

confidence: 99%

Rational Design and Synthesis of Hybrid Porous Polymers Derived from Polyhedral Oligomeric Silsesquioxanes via Heck Coupling Reactions

Wang

Xue

et al. 2013

Macromol. Rapid Commun.

102

View full text Add to dashboard Cite

Heck coupling reactions are introduced as an efficient method to prepare porous polymers. Novel inorganic-organic hybrid porous polymers (HPPs) were constructed via Heck coupling reactions from cubic functional polyhedral oligomeric silsesquioxanes (POSS), iodinated octaphenylsilsesquioxanes (OPS) and octavinylsilsesquioxanes (OVS) using Pd(OAc)2 /PPh3 as the catalyst. Here, two iodinated OPS were used, IOPS and p-I8 OPS. IOPS was a mixture with 90% octasubstituted OPS (I8 ) and some nonasubstituted OPS (I9 ), while p-I8 OPS was a nearly pure compound with ≥99% I8 and ≥93% para-substitution. IOPS and p-I8 OPS reacted with OVS to produce the porous materials HPP-1 and HPP-2, which exhibited comparable specific surface areas with SBET of 418 ± 20 m(2) g(-1) and 382 ± 20 m(2) g(-1) , respectively, with total pore volumes of 0.28 ± 0.01 cm(3) g(-1) and 0.23 ± 0.01 cm(3) g(-1) , respectively. HPP-1 showed a broader pore size distribution and possessed a more significant contribution from the mesopores, when compared with HPP-2, thereby indicating that IOPS may induce more disorder because of the geometrical asymmetry. HPP-1 and HPP-2 possessed moderate carbon dioxide uptakes of 134 and 124 cm(3) g(-1) at 1 bar at 195 K, making them promising candidates for CO2 capture and storage. The synthesized porous polymers may be easily post-functionalized using the retained ethenylene groups.

show abstract

Section: Introductionmentioning

confidence: 99%

Rational Design and Synthesis of Hybrid Porous Polymers Derived from Polyhedral Oligomeric Silsesquioxanes via Heck Coupling Reactions

Wang

Xue

et al. 2013

Macromol. Rapid Commun.

102

View full text Add to dashboard Cite

show abstract

“…The alternating CP of a fluorene with oligo(ethylene oxide) groups and divinyldiphenylsilane ( P4 ) showed good fluorescent properties without the inhibition of π‐electron delocalization (Figure c) . This polymer responded to metal cations, especially for a sodium ion.…”

Section: Luminescent Conjugated Polymers For Sensingmentioning

confidence: 99%

“…The alternating CP of a fl uorene with oligo(ethylene oxide) groups and divinyldiphenylsilane ( P4 ) [ 12 ]…”

Section: Introductionmentioning

confidence: 99%

Polymers for Luminescent Sensing Applications

Kim

Chang

2014

Macro Chemistry & Physics

View full text Add to dashboard Cite

presence of an analyte is fi rst detected by interaction with a receptor and is then followed by the transduction of this binding event into a measurable signal. [ 2 ] Selectivity and sensitivity are the most important requirements of a sensor. The selectivity of a chemical sensor is very dependent on its receptor. To attain high selectivity, specifi c interaction between the receptor and an analyte should exist. [ 3 ] Polymers used for chemical sensing applications can be classifi ed into two categories: polymers interacting with analyte molecules in a receptor and those functioning in a transducer with generating signals. Molecularly imprinted polymers (MIPs) are an interesting class of polymers designed as artifi cial receptors. Conjugated polymers (CPs) are typical Polymers are widely used for chemical sensing applications, as a receptor or as a signal transducer. Fluorescent conjugated polymers (CPs) are extensively studied for signaling. Water-soluble CPs are particularly attractive due to their potential sensing applications in environmental and biorelated fi elds. The CPs by themselves do not provide specifi c binding sites by folding into secondary or tertiary structures. Molecularly imprinted polymers (MIPs) are artifi cial receptors fabricated using the molecular-imprinting technique. They contain in-built information about the shape and functionality of specifi c potential analytes. However, most MIPs do not have optical-signaling properties. In this article, the recent developments regarding luminescent polymeric sensors are briefl y summarized. It will be of great interest if the optical-signal properties of CPs and the selectivity of MIPs are integrated in an advanced polymeric sensor.

show abstract

“…We have synthesized fluorene or carbazole-based alternating copolymers containing Si-vinylene units (Naga, Tagaya, Noda, Imai, & Tomoda, 2008;Naga, Ohkura, Tagaya, & Tomoda, 2011;Naga & Saito, 2016). The copolymers were obtained with Mizoroki-Heck reaction of dibromofluorene or dibromocarbazole with Si-containing divinyl or diallyl compounds.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of Network Polymers Containing Si-Vinylene Units by Mizoroki-Heck Reaction

Naga¹,

Sugano²,

Senda³

2017

IJC

Self Cite

View full text Add to dashboard Cite

Network polymers containing Si-vinylene units have been synthesized by Mizoroki-Heck reaction of cyclic siloxane or cubic silsesquioxane compounds with vinyl groups, as joint molecules, and dibromo aryl compounds, as linker molecules, using a Pd catalyst. The reaction of 1,3,5,7-tetravinyltetramethylcyclotetrasiloxane (TVMCTS) or octavinyloctasilsesquioxane (PVOSS) with o, m, p-dibromobenzene (DBB) or 4,4'-dibromobiphenyl (DBBP) yielded the corresponding network polymers, except TVMCTS-oDBB system. Optical properties of the network polymers were studied by UV-vis and photoluminescence spectroscopy, and absorption and emission derived from s-p conjugation of the Si-vinylene units were detected. Copolymerization of TVMCTS-DBB/bromobenzene yielded CHCl3 soluble fraction due to formation of the network fragments. The network polymers of TVMCTS or PVOSS with 2,7-dibromofluorene (BFl) or 9,9-dihexyl-2,7-dibromofluorene were synthesized by the same procedures. Scanning electron microscope image of TVMCTS-BFl network polymer indicated formation of porous structure. The network polymers have been also synthesized by the reactions of multifunctional aryl bromide, as the joint molecules, with divinyl or dially silane compounds, as the linker molecules. The molecular structure of the multifunctional aryl bromide affected the emission wavelengths of the network polymers. In the case of the 2,2’,7,7’-tetrabromo-9,9’-spirobifluorene-based network polymers, the emission spectra widely ranged from 450 to 500 nm, which were sensitive to molecular structure of the divinyl or dially silane compounds.

show abstract

Synthesis and chemosensing behavior of fluorene‐based alternating copolymers containing ether side chains and Si–vinylene units in the main chain

Cited by 9 publications

References 37 publications

Rational Design and Synthesis of Hybrid Porous Polymers Derived from Polyhedral Oligomeric Silsesquioxanes via Heck Coupling Reactions

Rational Design and Synthesis of Hybrid Porous Polymers Derived from Polyhedral Oligomeric Silsesquioxanes via Heck Coupling Reactions

Polymers for Luminescent Sensing Applications

Synthesis of Network Polymers Containing Si-Vinylene Units by Mizoroki-Heck Reaction

Contact Info

Product

Resources

About