Conjugated microporous polymers using a copper-catalyzed [4+2] cyclobenzannulation reaction: promising materials for iodine and dye adsorption

被引:40
作者
Baig, Noorullah [1 ,2 ]
Shetty, Suchetha [1 ,2 ]
Al-Mousawi, Saleh [3 ]
Alameddine, Bassam [1 ,2 ]
机构
[1] Gulf Univ Sci & Technol, Dept Math & Nat Sci, Kuwait, Kuwait
[2] GUST, Funct Mat Grp CAMB, Kuwait, Kuwait
[3] Kuwait Univ, Dept Chem, Kuwait, Kuwait
关键词
DIRECT ARYLATION POLYCONDENSATION; POROUS POLYMERS; OPTICAL-PROPERTIES; HIGHLY EFFICIENT; TRIPTYCENE; COPOLYMERS; OXIDATION; DEGRADATION; PERFORMANCE; PHOTOSENSITIZERS;
D O I
10.1039/d1py00193k
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A design strategy is disclosed to synthesize conjugated microporous polymers (CMPs) using a versatile copper-catalyzed [4 + 2] cyclobenzannulation reaction, which employs a diphenylethynyl terephthalaldehyde derivative 3 with a series of triptycene-based diethynyl aryl building blocks 2a-e. Investigation of the intrinsic microporosity properties of CBP1-5 using nitrogen adsorption measurements reveals Brunauer-Emmett-Teller (BET) surface areas up to 794 m(2) g(-1) and average pore volumes reaching 0.63 cm(3) g(-1). Inspection of the adsorption properties of the graphitic-like polymers CBP1-5 divulges their high iodine uptake with a maximum of 166 wt%. Moreover, the target polymers CBP1-5 prove their efficiency as selective dye adsorbents by removing up to 100% methylene blue over methyl orange from aqueous solution.
引用
收藏
页码:2282 / 2292
页数:11
相关论文
共 84 条
[1]   Nitrogen-Rich Porous Polymers for Carbon Dioxide and Iodine Sequestration for Environmental Remediation [J].
Abdelmoaty, Yomna H. ;
Tessema, Tsemre-Dingel ;
Choudhury, Fatema Akthar ;
El-Kadri, Oussama M. ;
El-Kaderi, Hani M. .
ACS APPLIED MATERIALS & INTERFACES, 2018, 10 (18) :16049-16058
[2]   Triptycene-Based and Schiff-Base-Linked Porous Networks: Efficient Gas Uptake, High CO2/N2 Selectivity, and Excellent Antiproliferative Activity [J].
Alam, Akhtar ;
Mishra, Snehasis ;
Hassan, Atikur ;
Bera, Ranajit ;
Dutta, Sriparna ;
Das Saha, Krishna ;
Das, Neeladri .
ACS OMEGA, 2020, 5 (08) :4250-4260
[3]   Conjugated copolymers bearing 2,7-di(thiophen-2-yl)phenanthrene-9,10-dione units and alteration of their emission via functionalization of the ortho-dicarbonyl groups into quinoxaline and phenazine derivatives [J].
Alameddine, Bassam ;
Baig, Noorullah ;
Shetty, Suchetha ;
Al-Mousawi, Saleh .
POLYMER, 2019, 178
[4]   Triptycene-containing Poly(vinylene sulfone) derivatives from a metal-free thiol-yne click polymerization followed by a mild oxidation reaction [J].
Alameddine, Bassam ;
Baig, Noorullah ;
Shetty, Suchetha ;
Al-Mousawi, Saleh ;
Al-Sagheer, Fakhreia .
POLYMER, 2018, 154 :233-240
[5]   Tuning the optical properties of ethynylene triptycene-based copolymers via oxidation of their alkyne groups into -diketones [J].
Alameddine, Bassam ;
Baig, Noorullah ;
Shetty, Suchetha ;
Al-Mousawi, Saleh ;
Al-Sagheer, Fakhreia .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2018, 56 (08) :931-937
[6]   Microwave-Assisted [4+2] Diels-Alder Cycloaddition of 1,4-Diethynyl Triptycene with Various Cyclopentadienone Derivatives: Promising Building Blocks for Polymer Networks [J].
Alameddine, Bassam ;
Baig, Noorullah ;
Shetty, Suchetha ;
Al-Sagheer, Fakhreia ;
Al-Mousawi, Saleh .
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 7 (02) :378-382
[7]   Regioregularity and Electron Deficiency Control of Unsymmetric Diketopyrrolopyrrole Copolymers for Organic Photovoltaics [J].
Aoshima, Kenta ;
Nomura, Mayuka ;
Saeki, Akinori .
ACS OMEGA, 2019, 4 (13) :15645-15652
[8]   Poly(arylene vinylene) Synthesis via a Precursor Step-Growth Polymerization Route Involving the Ramberg-Backlund Reaction as a Key Post-Chemical Modification Step [J].
Aravindu, Kunche ;
Cloutet, Eric ;
Brochon, Cyril ;
Hadziioannou, Georges ;
Vignolle, Joan ;
Robert, Frederic ;
Taton, Daniel ;
Landais, Yannick .
MACROMOLECULES, 2018, 51 (15) :5852-5862
[9]   Variations in Surface Morphologies, Properties, and Electrochemical Responses to Nitro-Analyte by Controlled Electropolymerization of Thiophene Derivatives [J].
Bai, Silan ;
Hu, Qiong ;
Zeng, Qang ;
Wang, Min ;
Wang, Lishi .
ACS APPLIED MATERIALS & INTERFACES, 2018, 10 (13) :11319-11327
[10]   Synthesis, characterization, thermal, and optical properties of conjugated copolymers derived from phenanthrene-9,10-dione- and dibenzo[f,h]quinoxaline [J].
Baig, N. ;
Shetty, S. ;
Al-Mousawi, S. ;
Al-Sagheer, E. ;
Alameddine, B. .
MATERIALS TODAY CHEMISTRY, 2018, 10 :213-220