Modular supramolecular approach for co-crystallization of donors and acceptors into ordered networks

Stupp, Samuel I.; Stoddart, J. Fraser; Shveyd, Alex K.; Tayi, Alok S.; Sue, Andrew C. H.; Narayanan, Ashwin

Title: Modular supramolecular approach for co-crystallization of donors and acceptors into ordered networks

Abstract

Organic charge-transfer (CT) co-crystals in a mixed stack system are disclosed, wherein a donor molecule (D) and an acceptor molecule (A) occupy alternating positions (DADADA) along the CT axis. A platform is provided which amplifies the molecular recognition of donors and acceptors and produces co-crystals at ambient conditions, wherein the platform comprises (i) a molecular design of the first constituent (.alpha.-complement), (ii) a molecular design of the second compound (.beta.-complement), and (iii) a solvent system that promotes co-crystallization.

Inventors:: Stupp, Samuel I.; Stoddart, J. Fraser; Shveyd, Alex K.; Tayi, Alok S.; Sue, Andrew C. H.; Narayanan, Ashwin

Issue Date:: 2016-09-20

Research Org.:: Northwestern Univ., Evanston, IL (United States)

Sponsoring Org.:: USDOE

OSTI Identifier:: 1325722

Patent Number(s):: 9449731

Application Number:: 13/476,974

Assignee:: Northwestern University (Evanston, IL)

Patent Classifications (CPCs):: C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS

H - ELECTRICITY H01 - BASIC ELECTRIC ELEMENTS H01B - CABLES

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C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07D - HETEROCYCLIC COMPOUNDS
C07D487/14 - Ortho-condensed systems

H - ELECTRICITY H01 - BASIC ELECTRIC ELEMENTS H01B - CABLES
H01B1/121 - {Charge-transfer complexes}

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DOE Contract Number:: SC0000989

Resource Type:: Patent

Resource Relation:: Patent File Date: 2012 May 21

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 36 MATERIALS SCIENCE

Citation Formats


                    Stupp, Samuel I., Stoddart, J. Fraser, Shveyd, Alex K., Tayi, Alok S., Sue, Andrew C. H., and Narayanan, Ashwin. Modular supramolecular approach for co-crystallization of donors and acceptors into ordered networks.  United States: N. p., 2016. 
        Web.

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                    Stupp, Samuel I., Stoddart, J. Fraser, Shveyd, Alex K., Tayi, Alok S., Sue, Andrew C. H., & Narayanan, Ashwin. Modular supramolecular approach for co-crystallization of donors and acceptors into ordered networks.  United States.

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                    Stupp, Samuel I., Stoddart, J. Fraser, Shveyd, Alex K., Tayi, Alok S., Sue, Andrew C. H., and Narayanan, Ashwin. Tue .  
        "Modular supramolecular approach for co-crystallization of donors and acceptors into ordered networks".  United States.  https://www.osti.gov/servlets/purl/1325722.

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@article{osti_1325722,

  title        = {Modular supramolecular approach for co-crystallization of donors and acceptors into ordered networks},

  author       = {Stupp, Samuel I. and Stoddart, J. Fraser and Shveyd, Alex K. and Tayi, Alok S. and Sue, Andrew C. H. and Narayanan, Ashwin},

  abstractNote = {Organic charge-transfer (CT) co-crystals in a mixed stack system are disclosed, wherein a donor molecule (D) and an acceptor molecule (A) occupy alternating positions (DADADA) along the CT axis. A platform is provided which amplifies the molecular recognition of donors and acceptors and produces co-crystals at ambient conditions, wherein the platform comprises (i) a molecular design of the first constituent (.alpha.-complement), (ii) a molecular design of the second compound (.beta.-complement), and (iii) a solvent system that promotes co-crystallization.},

  doi          = {},

  journal      = {},
number       = ,

  volume       = ,

  place        = {United States},

  year         = {2016},

  month        = {9}

}

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Works referenced in this record:

¹H NMR Investigation of Solvent Effects in Aromatic Stacking Interactions
journal, August 2001

Cubberley, Mark S.; Iverson, Brent L.
Journal of the American Chemical Society, Vol. 123, Issue 31, p. 7560-7563
https://doi.org/10.1021/ja015817m

Cation-reinforced donor-acceptor pseudorotaxanes
journal, January 2005

Pascu, Sofia I.; Jarrosson, Thibaut; Naumann, Christoph
New Journal of Chemistry, Vol. 29, Issue 1
https://doi.org/10.1039/B415418E

Above-room-temperature ferroelectricity in a single-component molecular crystal
journal, February 2010

Horiuchi, Sachio; Tokunaga, Yusuke; Giovannetti, Gianluca
Nature, Vol. 463, Issue 7282, p. 789-792
https://doi.org/10.1038/nature08731

Organic ferroelectrics
journal, May 2008

Horiuchi, Sachio; Tokura, Yoshinori
Nature Materials, Vol. 7, Issue 5, p. 357-366
https://doi.org/10.1038/nmat2137

Electron Transfer in the Supramolecular Donor−Acceptor Dyad of Zinc Hemiporphycene
journal, April 2010

Fujitsuka, Mamoru; Shimakoshi, Hisashi; Tojo, Sachiko
The Journal of Physical Chemistry A, Vol. 114, Issue 12, p. 4156-4162
https://doi.org/10.1021/jp9119342

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Title: Modular supramolecular approach for co-crystallization of donors and acceptors into ordered networks

Abstract

Citation Formats

1H NMR Investigation of Solvent Effects in Aromatic Stacking Interactions journal, August 2001

Cation-reinforced donor-acceptor pseudorotaxanes journal, January 2005

Above-room-temperature ferroelectricity in a single-component molecular crystal journal, February 2010

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journal, August 2001

Cation-reinforced donor-acceptor pseudorotaxanes
journal, January 2005

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journal, February 2010

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journal, May 2008

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journal, April 2010