Crystalline Alloys of Organic Donors and Acceptors Based on TIPS-Pentacene

Jes B. Sherman; Kai Moncino; Tunna Baruah; Guang Wu; Sean R. Parkin; Balaji Purushothaman; Rajendra Zope; John Anthony; Michael L. Chabinyc

doi:10.1021/acs.jpcc.5b06363

Crystalline Alloys of Organic Donors and Acceptors Based on TIPS-Pentacene

Jes B. Sherman, Kai Moncino, Tunna Baruah, Guang Wu, Sean R. Parkin, Balaji Purushothaman, Rajendra Zope, John Anthony, Michael L. Chabinyc

Chemistry

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

Abstract

Co-crystals of organic semiconductors can provide model systems for the study of fundamental optoelectronic properties and also new functionality. 6,13-Bis(triisopropylsilylethynyl)pentacene (TIPS-Pn) and its fluorinated analogue 1,2,3,4,8,9,10,11-octafluoro-bis(triisopropylsilylethynyl)pentacene (F8TIPS-Pn) form crystalline substitutional alloys during bulk crystal growth from solution. Alloys can also be formed by blade casting thin films from solution. The compounds appear to have sufficient geometric similarity to be miscible in all proportions without inducing long-range disorder in the solid state. The offsets of the electronic levels of TIPS-Pn and F8TIPS-Pn in pure form are similar to those found in bulk heterojunction solar cells. UV/vis spectroscopy and density functional theory demonstrate the charge transfer absorption in the alloy crystals corresponds to an excitation across molecular pairs.

Original language	English
Pages (from-to)	20823-20832
Number of pages	10
Journal	Journal of Physical Chemistry C
Volume	119
Issue number	36
DOIs	https://doi.org/10.1021/acs.jpcc.5b06363
State	Published - Sep 10 2015

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Publisher Copyright:
© 2015 American Chemical Society.

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Energy (all)
Physical and Theoretical Chemistry
Surfaces, Coatings and Films

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title = "Crystalline Alloys of Organic Donors and Acceptors Based on TIPS-Pentacene",

abstract = "Co-crystals of organic semiconductors can provide model systems for the study of fundamental optoelectronic properties and also new functionality. 6,13-Bis(triisopropylsilylethynyl)pentacene (TIPS-Pn) and its fluorinated analogue 1,2,3,4,8,9,10,11-octafluoro-bis(triisopropylsilylethynyl)pentacene (F8TIPS-Pn) form crystalline substitutional alloys during bulk crystal growth from solution. Alloys can also be formed by blade casting thin films from solution. The compounds appear to have sufficient geometric similarity to be miscible in all proportions without inducing long-range disorder in the solid state. The offsets of the electronic levels of TIPS-Pn and F8TIPS-Pn in pure form are similar to those found in bulk heterojunction solar cells. UV/vis spectroscopy and density functional theory demonstrate the charge transfer absorption in the alloy crystals corresponds to an excitation across molecular pairs.",

author = "Sherman, {Jes B.} and Kai Moncino and Tunna Baruah and Guang Wu and Parkin, {Sean R.} and Balaji Purushothaman and Rajendra Zope and John Anthony and Chabinyc, {Michael L.}",

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doi = "10.1021/acs.jpcc.5b06363",

language = "English",

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T1 - Crystalline Alloys of Organic Donors and Acceptors Based on TIPS-Pentacene

AU - Sherman, Jes B.

AU - Moncino, Kai

AU - Baruah, Tunna

AU - Wu, Guang

AU - Parkin, Sean R.

AU - Purushothaman, Balaji

AU - Zope, Rajendra

AU - Anthony, John

AU - Chabinyc, Michael L.

PY - 2015/9/10

Y1 - 2015/9/10

N2 - Co-crystals of organic semiconductors can provide model systems for the study of fundamental optoelectronic properties and also new functionality. 6,13-Bis(triisopropylsilylethynyl)pentacene (TIPS-Pn) and its fluorinated analogue 1,2,3,4,8,9,10,11-octafluoro-bis(triisopropylsilylethynyl)pentacene (F8TIPS-Pn) form crystalline substitutional alloys during bulk crystal growth from solution. Alloys can also be formed by blade casting thin films from solution. The compounds appear to have sufficient geometric similarity to be miscible in all proportions without inducing long-range disorder in the solid state. The offsets of the electronic levels of TIPS-Pn and F8TIPS-Pn in pure form are similar to those found in bulk heterojunction solar cells. UV/vis spectroscopy and density functional theory demonstrate the charge transfer absorption in the alloy crystals corresponds to an excitation across molecular pairs.

AB - Co-crystals of organic semiconductors can provide model systems for the study of fundamental optoelectronic properties and also new functionality. 6,13-Bis(triisopropylsilylethynyl)pentacene (TIPS-Pn) and its fluorinated analogue 1,2,3,4,8,9,10,11-octafluoro-bis(triisopropylsilylethynyl)pentacene (F8TIPS-Pn) form crystalline substitutional alloys during bulk crystal growth from solution. Alloys can also be formed by blade casting thin films from solution. The compounds appear to have sufficient geometric similarity to be miscible in all proportions without inducing long-range disorder in the solid state. The offsets of the electronic levels of TIPS-Pn and F8TIPS-Pn in pure form are similar to those found in bulk heterojunction solar cells. UV/vis spectroscopy and density functional theory demonstrate the charge transfer absorption in the alloy crystals corresponds to an excitation across molecular pairs.

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JO - Journal of Physical Chemistry C

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ER -

Crystalline Alloys of Organic Donors and Acceptors Based on TIPS-Pentacene

Abstract

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ASJC Scopus subject areas

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