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Title: Thiazolothiazole-linked porous organic polymers

Abstract

In this study, thiazolothiazole-linked porous organic polymers have been synthesized from a facile catalyst-free condensation reaction between aldehydes and dithiooxamide under solvothermal conditions. The resultant porous frameworks exhibit a highly selective uptake of CO2 over N2 under ambient conditions.

Authors:
 [1];  [1];  [1];  [1];  [2];  [1];  [1];  [1];  [3];  [1];  [2]
  1. East China University of Science and Technology, Shanghai (China)
  2. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
  3. Max Planck Institute for Polymer Research, Mainz (Germany)
Publication Date:
Research Org.:
Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)
Sponsoring Org.:
USDOE Office of Science (SC)
OSTI Identifier:
1265277
Grant/Contract Number:  
AC05-00OR22725
Resource Type:
Accepted Manuscript
Journal Name:
ChemComm
Additional Journal Information:
Journal Volume: 50; Journal Issue: 95; Journal ID: ISSN 1359-7345
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Zhu, Xiang, Tian, Chengcheng, Jin, Tian, Wang, Jitong, Mahurin, Shannon Mark, Mei, Wenwen, Xiong, Yan, Hu, Jun, Feng, Xinliang, Liu, Honglai, and Dai, Sheng. Thiazolothiazole-linked porous organic polymers. United States: N. p., 2014. Web. doi:10.1039/C4CC07255C.
Zhu, Xiang, Tian, Chengcheng, Jin, Tian, Wang, Jitong, Mahurin, Shannon Mark, Mei, Wenwen, Xiong, Yan, Hu, Jun, Feng, Xinliang, Liu, Honglai, & Dai, Sheng. Thiazolothiazole-linked porous organic polymers. United States. https://doi.org/10.1039/C4CC07255C
Zhu, Xiang, Tian, Chengcheng, Jin, Tian, Wang, Jitong, Mahurin, Shannon Mark, Mei, Wenwen, Xiong, Yan, Hu, Jun, Feng, Xinliang, Liu, Honglai, and Dai, Sheng. Tue . "Thiazolothiazole-linked porous organic polymers". United States. https://doi.org/10.1039/C4CC07255C. https://www.osti.gov/servlets/purl/1265277.
@article{osti_1265277,
title = {Thiazolothiazole-linked porous organic polymers},
author = {Zhu, Xiang and Tian, Chengcheng and Jin, Tian and Wang, Jitong and Mahurin, Shannon Mark and Mei, Wenwen and Xiong, Yan and Hu, Jun and Feng, Xinliang and Liu, Honglai and Dai, Sheng},
abstractNote = {In this study, thiazolothiazole-linked porous organic polymers have been synthesized from a facile catalyst-free condensation reaction between aldehydes and dithiooxamide under solvothermal conditions. The resultant porous frameworks exhibit a highly selective uptake of CO2 over N2 under ambient conditions.},
doi = {10.1039/C4CC07255C},
journal = {ChemComm},
number = 95,
volume = 50,
place = {United States},
year = {Tue Oct 07 00:00:00 EDT 2014},
month = {Tue Oct 07 00:00:00 EDT 2014}
}

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Cited by: 47 works
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Works referenced in this record:

Conjugated microporous polymers: design, synthesis and application
journal, January 2013

  • Xu, Yanhong; Jin, Shangbin; Xu, Hong
  • Chemical Society Reviews, Vol. 42, Issue 20
  • DOI: 10.1039/c3cs60160a

Introduction of π-Complexation into Porous Aromatic Framework for Highly Selective Adsorption of Ethylene over Ethane
journal, June 2014

  • Li, Baiyan; Zhang, Yiming; Krishna, Rajamani
  • Journal of the American Chemical Society, Vol. 136, Issue 24
  • DOI: 10.1021/ja502119z

Chemical tuning of CO2 sorption in robust nanoporous organic polymers
journal, January 2011

  • Dawson, Robert; Adams, Dave J.; Cooper, Andrew I.
  • Chemical Science, Vol. 2, Issue 6
  • DOI: 10.1039/c1sc00100k

Templated Synthesis of Nitrogen-Enriched Nanoporous Carbon Materials from Porogenic Organic Precursors Prepared by ATRP
journal, March 2014

  • Wu, Dingcai; Li, Zhenghui; Zhong, Mingjiang
  • Angewandte Chemie International Edition, Vol. 53, Issue 15
  • DOI: 10.1002/anie.201309836

Efficient CO2 capture by a task-specific porous organic polymer bifunctionalized with carbazole and triazine groups
journal, January 2014

  • Zhu, Xiang; Mahurin, Shannon M.; An, Shu-Hao
  • Chemical Communications, Vol. 50, Issue 59
  • DOI: 10.1039/c4cc01588f

Design and Preparation of Porous Polymers
journal, April 2012

  • Wu, Dingcai; Xu, Fei; Sun, Bin
  • Chemical Reviews, Vol. 112, Issue 7
  • DOI: 10.1021/cr200440z

Phosphoric Acid Loaded Azo (−N═N−) Based Covalent Organic Framework for Proton Conduction
journal, April 2014

  • Chandra, Suman; Kundu, Tanay; Kandambeth, Sharath
  • Journal of the American Chemical Society, Vol. 136, Issue 18
  • DOI: 10.1021/ja502212v

A triazine functionalized porous organic polymer: excellent CO 2 storage material and support for designing Pd nanocatalyst for C–C cross-coupling reactions
journal, January 2014

  • Modak, Arindam; Pramanik, Malay; Inagaki, Shinji
  • Journal of Materials Chemistry A, Vol. 2, Issue 30
  • DOI: 10.1039/C4TA02150A

Fabrication of novel polymeric and carbonaceous nanoscale networks by the union of self-assembly and hypercrosslinking
journal, January 2014

  • Li, Zhenghui; Wu, Dingcai; Huang, Xin
  • Energy & Environmental Science, Vol. 7, Issue 9
  • DOI: 10.1039/C4EE00941J

Hypercrosslinked Aromatic Heterocyclic Microporous Polymers: A New Class of Highly Selective CO 2 Capturing Materials
journal, September 2012


Photoelectric Covalent Organic Frameworks: Converting Open Lattices into Ordered Donor–Acceptor Heterojunctions
journal, July 2014

  • Chen, Long; Furukawa, Ko; Gao, Jia
  • Journal of the American Chemical Society, Vol. 136, Issue 28
  • DOI: 10.1021/ja502692w

Derivatives of tetraphenylmethane and tetraphenylsilane: Synthesis of new tetrahedral building blocks for molecular construction
journal, May 2003

  • Fournier, Jean-Hugues; Wang, Xin; Wuest, James D.
  • Canadian Journal of Chemistry, Vol. 81, Issue 5
  • DOI: 10.1139/v03-056

Building multiple adsorption sites in porous polymer networks for carbon capture applications
journal, January 2013

  • Lu, Weigang; Verdegaal, Wolfgang M.; Yu, Jiamei
  • Energy & Environmental Science, Vol. 6, Issue 12
  • DOI: 10.1039/c3ee42226g

Chemical functionalization strategies for carbon dioxide capture in microporous organic polymers: CO
journal, January 2013

  • Dawson, Robert; Cooper, Andrew I.; Adams, Dave J.
  • Polymer International, Vol. 62, Issue 3
  • DOI: 10.1002/pi.4407

Synthesis and Characterization of Porous Benzimidazole-Linked Polymers and Their Performance in Small Gas Storage and Selective Uptake
journal, April 2012

  • Rabbani, Mohammad Gulam; El-Kaderi, Hani M.
  • Chemistry of Materials, Vol. 24, Issue 8
  • DOI: 10.1021/cm300407h

Covalent organic frameworks
journal, January 2012

  • Feng, Xiao; Ding, Xuesong; Jiang, Donglin
  • Chemical Society Reviews, Vol. 41, Issue 18
  • DOI: 10.1039/c2cs35157a

A thiazolothiazole based Cu 2+ selective colorimetric and fluorescent sensor via unique radical formation
journal, January 2013

  • Jung, Ji Young; Kang, Minkyung; Chun, Jihyun
  • Chem. Commun., Vol. 49, Issue 2
  • DOI: 10.1039/C2CC36626F

Dual functionalization of porous aromatic frameworks as a new platform for heterogeneous cascade catalysis
journal, January 2014

  • Zhang, Yiming; Li, Baiyan; Ma, Shengqian
  • Chemical Communications, Vol. 50, Issue 62
  • DOI: 10.1039/C4CC04012K

Thiazolo[5,4-d]thiazoles – promising building blocks in the synthesis of semiconductors for plastic electronics
journal, January 2013

  • Bevk, David; Marin, Lidia; Lutsen, Laurence
  • RSC Advances, Vol. 3, Issue 29
  • DOI: 10.1039/c3ra40851e

Preparation and characterization of triptycene-based microporous poly(benzimidazole) networks
journal, January 2012

  • Zhao, Yan-Chao; Cheng, Qian-Yi; Zhou, Ding
  • Journal of Materials Chemistry, Vol. 22, Issue 23
  • DOI: 10.1039/c2jm31187a

Microporous Polycarbazole with High Specific Surface Area for Gas Storage and Separation
journal, March 2012

  • Chen, Qi; Luo, Min; Hammershøj, Peter
  • Journal of the American Chemical Society, Vol. 134, Issue 14
  • DOI: 10.1021/ja300438w

Sulfonate-Grafted Porous Polymer Networks for Preferential CO2 Adsorption at Low Pressure
journal, November 2011

  • Lu, Weigang; Yuan, Daqiang; Sculley, Julian
  • Journal of the American Chemical Society, Vol. 133, Issue 45, p. 18126-18129
  • DOI: 10.1021/ja2087773

Ammonia Capture in Porous Organic Polymers Densely Functionalized with Brønsted Acid Groups
journal, January 2014

  • Van Humbeck, Jeffrey F.; McDonald, Thomas M.; Jing, Xiaofei
  • Journal of the American Chemical Society, Vol. 136, Issue 6, p. 2432-2440
  • DOI: 10.1021/ja4105478

A Microporous Hydrogen-Bonded Organic Framework for Highly Selective C 2 H 2 /C 2 H 4 Separation at Ambient Temperature
journal, September 2011

  • He, Yabing; Xiang, Shengchang; Chen, Banglin
  • Journal of the American Chemical Society, Vol. 133, Issue 37
  • DOI: 10.1021/ja2066016

Cover Picture: (Chem. Eur. J. 1/2014)
journal, December 2013


Selective Ag(I) Binding, H 2 S Sensing, and White-Light Emission from an Easy-to-Make Porous Conjugated Polymer
journal, February 2014

  • Liu, Jie; Yee, Ka-Kit; Lo, Kenneth Kam-Wing
  • Journal of the American Chemical Society, Vol. 136, Issue 7
  • DOI: 10.1021/ja411067a

Nanoporous organic polymer networks
journal, April 2012


Unprecedented high-temperature CO2 selectivity in N2-phobic nanoporous covalent organic polymers
journal, January 2013

  • Patel, Hasmukh A.; Hyun Je, Sang; Park, Joonho
  • Nature Communications, Vol. 4, Article No. 1357
  • DOI: 10.1038/ncomms2359

Topology-directed design of porous organic frameworks and their advanced applications
journal, January 2013

  • Zou, Xiaoqin; Ren, Hao; Zhu, Guangshan
  • Chemical Communications, Vol. 49, Issue 38
  • DOI: 10.1039/c3cc00039g

An Efficient Polymer Molecular Sieve for Membrane Gas Separations
journal, January 2013


Pyrene-directed growth of nanoporous benzimidazole-linked nanofibers and their application to selective CO2 capture and separation
journal, January 2012

  • Rabbani, Mohammad Gulam; Sekizkardes, Ali Kemal; El-Kadri, Oussama M.
  • Journal of Materials Chemistry, Vol. 22, Issue 48
  • DOI: 10.1039/c2jm34922a

Porphyrin based porous organic polymers: novel synthetic strategy and exceptionally high CO 2 adsorption capacity
journal, January 2012

  • Modak, Arindam; Nandi, Mahasweta; Mondal, John
  • Chem. Commun., Vol. 48, Issue 2
  • DOI: 10.1039/C1CC14275E

Porous, Fluorescent, Covalent Triazine-Based Frameworks Via Room-Temperature and Microwave-Assisted Synthesis
journal, April 2012

  • Ren, Shijie; Bojdys, Michael J.; Dawson, Robert
  • Advanced Materials, Vol. 24, Issue 17
  • DOI: 10.1002/adma.201200751

A Tetrathiafulvalene (TTF)-Conjugated Microporous Polymer Network
journal, June 2014

  • Bildirir, Hakan; Paraknowitsch, Jens Peter; Thomas, Arne
  • Chemistry - A European Journal, Vol. 20, Issue 31
  • DOI: 10.1002/chem.201402278

Imine-Linked Porous Polymer Frameworks with High Small Gas (H 2 , CO 2 , CH 4 , C 2 H 2 ) Uptake and CO 2 /N 2 Selectivity
journal, April 2013

  • Zhu, Youlong; Long, Hai; Zhang, Wei
  • Chemistry of Materials, Vol. 25, Issue 9
  • DOI: 10.1021/cm400019f

Polyamine-Tethered Porous Polymer Networks for Carbon Dioxide Capture from Flue Gas
journal, June 2012

  • Lu, Weigang; Sculley, Julian P.; Yuan, Daqiang
  • Angewandte Chemie International Edition, Vol. 51, Issue 30, p. 7480-7484
  • DOI: 10.1002/anie.201202176

Facile preparation and ultra-microporous structure of melamine–resorcinol–formaldehyde polymeric microspheres
journal, January 2013

  • Zhou, Huanhuan; Xu, Sheng; Su, Haiping
  • Chemical Communications, Vol. 49, Issue 36
  • DOI: 10.1039/c3cc41109e

Synthesis of Well-Defined Microporous Carbons by Molecular-Scale Templating with Polyhedral Oligomeric Silsesquioxane Moieties
journal, March 2014

  • Li, Zhenghui; Wu, Dingcai; Liang, Yeru
  • Journal of the American Chemical Society, Vol. 136, Issue 13
  • DOI: 10.1021/ja412192v

Rationally synthesized two-dimensional polymers
journal, May 2013

  • Colson, John W.; Dichtel, William R.
  • Nature Chemistry, Vol. 5, Issue 6
  • DOI: 10.1038/nchem.1628

A Superacid-Catalyzed Synthesis of Porous Membranes Based on Triazine Frameworks for CO2 Separation
journal, June 2012

  • Zhu, Xiang; Tian, Chengcheng; Mahurin, Shannon M.
  • Journal of the American Chemical Society, Vol. 134, Issue 25, p. 10478-10484
  • DOI: 10.1021/ja304879c

Covalent Triazine Frameworks Prepared from 1,3,5-Tricyanobenzene
journal, April 2013

  • Katekomol, Phisan; Roeser, Jérôme; Bojdys, Michael
  • Chemistry of Materials, Vol. 25, Issue 9
  • DOI: 10.1021/cm303751n

Ultra-Microporous Triptycene-based Polyimide Membranes for High-Performance Gas Separation
journal, March 2014

  • Ghanem, Bader S.; Swaidan, Raja; Litwiller, Eric
  • Advanced Materials, Vol. 26, Issue 22
  • DOI: 10.1002/adma.201306229

A cochlear-bone wave can yield a hearing sensation as well as otoacoustic emission
journal, June 2014

  • Tchumatchenko, Tatjana; Reichenbach, Tobias
  • Nature Communications, Vol. 5, Issue 1
  • DOI: 10.1038/ncomms5160

Polyamine-Tethered Porous Polymer Networks for Carbon Dioxide Capture from Flue Gas
journal, June 2012

  • Lu, Weigang; Sculley, Julian P.; Yuan, Daqiang
  • Angewandte Chemie, Vol. 124, Issue 30
  • DOI: 10.1002/ange.201202176

Templated Synthesis of Nitrogen-Enriched Nanoporous Carbon Materials from Porogenic Organic Precursors Prepared by ATRP
journal, March 2014

  • Wu, Dingcai; Li, Zhenghui; Zhong, Mingjiang
  • Angewandte Chemie, Vol. 126, Issue 15
  • DOI: 10.1002/ange.201309836

Works referencing / citing this record:

Synthesis of Porous Covalent Quinazoline Networks (CQNs) and Their Gas Sorption Properties
journal, December 2018

  • Buyukcakir, Onur; Yuksel, Recep; Jiang, Yi
  • Angewandte Chemie International Edition, Vol. 58, Issue 3
  • DOI: 10.1002/anie.201813075

Spirobifluorene‐based Porous Organic Polymers as Efficient Porous Supports for Pd and Pt for Selective Hydrogenation
journal, September 2018

  • Trandafir, Mihaela Mirela; Pop, Lidia; Hӑdade, Niculina D.
  • ChemCatChem, Vol. 11, Issue 1
  • DOI: 10.1002/cctc.201801247

Defect Engineering in Polymeric Cobalt Phthalocyanine Networks for Enhanced Electrochemical CO 2 Reduction
journal, July 2018


Exploration of Thiazolo[5,4- d ]thiazole Linkages in Conjugated Porous Organic Polymers for Chemoselective Molecular Sieving
journal, June 2018

  • Biswal, Bishnu P.; Becker, Daniel; Chandrasekhar, Naisa
  • Chemistry - A European Journal, Vol. 24, Issue 42
  • DOI: 10.1002/chem.201802631

Topochemical conversion of an imine- into a thiazole-linked covalent organic framework enabling real structure analysis
journal, July 2018


A thiazolo[5,4- d ]thiazole-bridged porphyrin organic framework as a promising nonlinear optical material
journal, January 2019

  • Samal, Mahalaxmi; Valligatla, Sreeramulu; Saad, Nabil A.
  • Chemical Communications, Vol. 55, Issue 74
  • DOI: 10.1039/c9cc05415d

Incorporating the Thiazolo[5,4-d]thiazole Unit into a Coordination Polymer with Interdigitated Structure
journal, January 2018

  • Millan, Simon; Makhloufi, Gamall; Janiak, Christoph
  • Crystals, Vol. 8, Issue 1
  • DOI: 10.3390/cryst8010030

Synthesis of Porous Covalent Quinazoline Networks (CQNs) and Their Gas Sorption Properties
journal, December 2018


Incorporating the Thiazolo[5,4-d]thiazole Unit into a Coordination Polymer with Interdigitated Structure
journal, December 2017