A porous covalent porphyrin framework with exceptional uptake capacity of saturated hydrocarbons for oil spill cleanup.

A highly porous porphyrin-based organic polymer, PCPF-1, was constructed via homo-coupling reaction of the custom-designed porphyrin ligand, 5,10,15,20-tetrakis(4-bromophenyl)porphyrin. PCPF-1 possesses a large BET surface area of over 1300 m(2) g(-1) (Langmuir surface area of over 2400 m(2) g(-1)) and exhibits strong hydrophobicity with a water contact angle of 135°, and these features afford it the highest adsorptive capacities for saturated hydrocarbons and gasoline among sorbent materials reported thus far, as well as render it the capability to remove oil from water.

[1]  D. Olson,et al.  Commensurate adsorption of hydrocarbons and alcohols in microporous metal organic frameworks. , 2012, Chemical reviews.

[2]  J. Georgiadis,et al.  Science and technology for water purification in the coming decades , 2008, Nature.

[3]  G. Marbán,et al.  Adsorption of volatile organic compounds by means of activated carbon fibre-based monoliths , 2003 .

[4]  Markus Antonietti,et al.  Porous, covalent triazine-based frameworks prepared by ionothermal synthesis. , 2008, Angewandte Chemie.

[5]  R. Register,et al.  Self-cleaning resins. , 2007, Journal of the American Chemical Society.

[6]  Andrew I. Cooper,et al.  Conjugated Microporous Polymers , 2009 .

[7]  H. Sharghi,et al.  Novel synthesis of meso-tetraarylporphyrins using CF3SO2Cl under aerobic oxidation , 2004 .

[8]  Wenchuan Wang,et al.  Targeted synthesis of a porous aromatic framework with high stability and exceptionally high surface area. , 2009, Angewandte Chemie.

[9]  J. Long,et al.  Introduction to metal-organic frameworks. , 2012, Chemical reviews.

[10]  Michael O'Keeffe,et al.  Porous, Crystalline, Covalent Organic Frameworks , 2005, Science.

[11]  Dan Zhao,et al.  Highly Stable Porous Polymer Networks with Exceptionally High Gas‐Uptake Capacities , 2011, Advanced materials.

[12]  D. Jiang,et al.  CMPs as scaffolds for constructing porous catalytic frameworks: a built-in heterogeneous catalyst with high activity and selectivity based on nanoporous metalloporphyrin polymers. , 2010, Journal of the American Chemical Society.

[13]  J. F. Stoddart,et al.  Covalent Organic Frameworks with High Charge Carrier Mobility , 2011 .

[14]  S. Shinkai,et al.  Lipophilic polyelectrolyte gels as super-absorbent polymers for nonpolar organic solvents. , 2007, Nature materials.

[15]  Lawrence K. Duffy,et al.  Multi-generation health risks of persistent organic pollution in the far north: use of the precautionary approach in the Stockholm Convention , 2003 .

[16]  Wei-Qiao Deng,et al.  Superhydrophobic conjugated microporous polymers for separation and adsorption , 2011 .

[17]  M. Douglas LeVan,et al.  Coadsorption of hydrocarbons and water on BPL activated carbon , 1992 .

[18]  Takakazu Yamamoto.  π-Conjugated Polymers Bearing Electronic and Optical Functionalities. Preparation by Organometallic Polycondensations, Properties, and Their Applications , 1999 .

[19]  A. Sayari,et al.  Applications of Pore-Expanded Mesoporous Silica. 1. Removal of Heavy Metal Cations and Organic Pollutants from Wastewater , 2005 .

[20]  Yong‐Lai Zhang,et al.  Superhydrophobic nanoporous polymers as efficient adsorbents for organic compounds , 2009 .

[21]  P. Budd,et al.  Polymers of intrinsic microporosity (PIMs): organic materials for membrane separations, heterogeneous catalysis and hydrogen storage. , 2006, Chemical Society reviews.

[22]  V. Nesterov,et al.  Fluorous metal-organic frameworks with superior adsorption and hydrophobic properties toward oil spill cleanup and hydrocarbon storage. , 2011, Journal of the American Chemical Society.

[23]  A. Cooper,et al.  Microporous Organic Polymers for Methane Storage , 2008 .