Organic Semiconductor-Containing Supramolecules: Effect of Small Molecule Crystallization and Molecular Packing

Handle URI:
http://hdl.handle.net/10754/621408
Title:
Organic Semiconductor-Containing Supramolecules: Effect of Small Molecule Crystallization and Molecular Packing
Authors:
Rancatore, Benjamin J.; Kim, BongSoo; Mauldin, Clayton E.; Frechet, Jean ( 0000-0001-6419-0163 ) ; Xu, Ting
Abstract:
© 2016 American Chemical Society. Small molecules (SMs) with unique optical or electronic properties provide an opportunity to incorporate functionality into block copolymer (BCP)-based supramolecules. However, the assembly of supramolecules based on these highly crystalline molecules differs from their less crystalline counterparts. Here, two families of organic semiconductor SMs are investigated, where the composition of the crystalline core, the location (side- vs end-functionalization) of the alkyl solubilizing groups, and the constitution (branched vs linear) of the alkyl groups are varied. With these SMs, we present a systematic study of how the phase behavior of the SMs affects the overall assembly of these organic semiconductor-based supramolecules. The incorporation of SMs has a large effect on the interfacial curvature, the supramolecular periodicity, and the overall supramolecular morphology. The crystal packing of the SM within the supramolecule does not necessarily lead to the assembly of the comb block within the BCP microdomains, as is normally observed for alkyl-containing supramolecules. An unusual lamellar morphology with a wavy interface between the microdomains is observed due to changes in the packing structure of the small molecule within BCP microdomains. Since the supramolecular approach is modular and small molecules can be readily switched out, present studies provide useful guidance toward access supramolecular assemblies over several length scales using optically active and semiconducting small molecules.
KAUST Department:
Physical Sciences and Engineering (PSE) Division; Chemical Science Program
Citation:
Rancatore BJ, Kim B, Mauldin CE, Fréchet JMJ, Xu T (2016) Organic Semiconductor-Containing Supramolecules: Effect of Small Molecule Crystallization and Molecular Packing. Macromolecules 49: 833–843. Available: http://dx.doi.org/10.1021/acs.macromol.5b02449.
Publisher:
American Chemical Society (ACS)
Journal:
Macromolecules
Issue Date:
21-Jan-2016
DOI:
10.1021/acs.macromol.5b02449
Type:
Article
ISSN:
0024-9297; 1520-5835
Sponsors:
This work was supported by the Director, Office of Science, Office of Basic Energy Sciences, Materials Sciences and Engineering Division, of the U.S. Department of Energy under Contract DE-AC02-05CH11231. The Advanced Light Source is supported by the Director, Office of Science, Office of Basic Energy Sciences, of the U.S. Department of Energy under Contract DE-AC02-05CH11231. Advanced Photon Source was supported by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences, under Contract DE-AC02-06CH11357.
Appears in Collections:
Articles; Physical Sciences and Engineering (PSE) Division; Chemical Science Program

Full metadata record

DC FieldValue Language
dc.contributor.authorRancatore, Benjamin J.en
dc.contributor.authorKim, BongSooen
dc.contributor.authorMauldin, Clayton E.en
dc.contributor.authorFrechet, Jeanen
dc.contributor.authorXu, Tingen
dc.date.accessioned2016-11-03T08:28:34Z-
dc.date.available2016-11-03T08:28:34Z-
dc.date.issued2016-01-21en
dc.identifier.citationRancatore BJ, Kim B, Mauldin CE, Fréchet JMJ, Xu T (2016) Organic Semiconductor-Containing Supramolecules: Effect of Small Molecule Crystallization and Molecular Packing. Macromolecules 49: 833–843. Available: http://dx.doi.org/10.1021/acs.macromol.5b02449.en
dc.identifier.issn0024-9297en
dc.identifier.issn1520-5835en
dc.identifier.doi10.1021/acs.macromol.5b02449en
dc.identifier.urihttp://hdl.handle.net/10754/621408-
dc.description.abstract© 2016 American Chemical Society. Small molecules (SMs) with unique optical or electronic properties provide an opportunity to incorporate functionality into block copolymer (BCP)-based supramolecules. However, the assembly of supramolecules based on these highly crystalline molecules differs from their less crystalline counterparts. Here, two families of organic semiconductor SMs are investigated, where the composition of the crystalline core, the location (side- vs end-functionalization) of the alkyl solubilizing groups, and the constitution (branched vs linear) of the alkyl groups are varied. With these SMs, we present a systematic study of how the phase behavior of the SMs affects the overall assembly of these organic semiconductor-based supramolecules. The incorporation of SMs has a large effect on the interfacial curvature, the supramolecular periodicity, and the overall supramolecular morphology. The crystal packing of the SM within the supramolecule does not necessarily lead to the assembly of the comb block within the BCP microdomains, as is normally observed for alkyl-containing supramolecules. An unusual lamellar morphology with a wavy interface between the microdomains is observed due to changes in the packing structure of the small molecule within BCP microdomains. Since the supramolecular approach is modular and small molecules can be readily switched out, present studies provide useful guidance toward access supramolecular assemblies over several length scales using optically active and semiconducting small molecules.en
dc.description.sponsorshipThis work was supported by the Director, Office of Science, Office of Basic Energy Sciences, Materials Sciences and Engineering Division, of the U.S. Department of Energy under Contract DE-AC02-05CH11231. The Advanced Light Source is supported by the Director, Office of Science, Office of Basic Energy Sciences, of the U.S. Department of Energy under Contract DE-AC02-05CH11231. Advanced Photon Source was supported by the U.S. Department of Energy, Office of Science, Office of Basic Energy Sciences, under Contract DE-AC02-06CH11357.en
dc.publisherAmerican Chemical Society (ACS)en
dc.titleOrganic Semiconductor-Containing Supramolecules: Effect of Small Molecule Crystallization and Molecular Packingen
dc.typeArticleen
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentChemical Science Programen
dc.identifier.journalMacromoleculesen
dc.contributor.institutionCollege of Chemistry, University of California, Berkeley, Berkeley, CA, United Statesen
dc.contributor.institutionMaterials Sciences Division, Lawrence Berkeley National Laboratory, Berkeley, CA, United Statesen
dc.contributor.institutionDepartment of Science Education, Ewha Womans University, Seoul, South Koreaen
dc.contributor.institutionDepartment of Materials Science and Engineering, University of California, Berkeley, Berkeley, CA, United Statesen
kaust.authorFrechet, Jeanen
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