Influence of halogen substituents on the self-assembly of oligothiophenes--a combined STM and theoretical approach

Iodinated quaterthiophenes 2-3 have been synthesized and their self-assembling behavior investigated at the liquid-solid interface by means of high-resolution scanning tunneling microscopy in comparison to parent oligothiophene 1. All three compounds spontaneously give well-ordered 2D crystalline mo...

Ausführliche Beschreibung

Bibliographische Detailangaben
Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 22(2006), 4 vom: 14. Feb., Seite 1443-8
1. Verfasser: Abdel-Mottaleb, Mohamed M S (VerfasserIn)
Weitere Verfasser: Götz, Günther, Kilickiran, Pinar, Bäuerle, Peter, Mena-Osteritz, Elena
Format: Aufsatz
Sprache:English
Veröffentlicht: 2006
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article
LEADER 01000naa a22002652 4500
001 NLM160546370
003 DE-627
005 20231223090321.0
007 tu
008 231223s2006 xx ||||| 00| ||eng c
028 5 2 |a pubmed24n0535.xml 
035 |a (DE-627)NLM160546370 
035 |a (NLM)16460059 
040 |a DE-627  |b ger  |c DE-627  |e rakwb 
041 |a eng 
100 1 |a Abdel-Mottaleb, Mohamed M S  |e verfasserin  |4 aut 
245 1 0 |a Influence of halogen substituents on the self-assembly of oligothiophenes--a combined STM and theoretical approach 
264 1 |c 2006 
336 |a Text  |b txt  |2 rdacontent 
337 |a ohne Hilfsmittel zu benutzen  |b n  |2 rdamedia 
338 |a Band  |b nc  |2 rdacarrier 
500 |a Date Completed 09.05.2007 
500 |a Date Revised 07.02.2006 
500 |a published: Print 
500 |a Citation Status PubMed-not-MEDLINE 
520 |a Iodinated quaterthiophenes 2-3 have been synthesized and their self-assembling behavior investigated at the liquid-solid interface by means of high-resolution scanning tunneling microscopy in comparison to parent oligothiophene 1. All three compounds spontaneously give well-ordered 2D crystalline monolayers at the graphite surface and order in a lamella-type arrangement of the conjugated backbones concomitant with an interlocking of the alkyl side chains. Symmetrically substituted oligothiophenes 1 and 3 without a relevant dipole moment self-assemble in a similar fashion, exhibiting comparable unit cells, whereas monoiodo derivative 2 arranges as pairs along the lamella axis due to the presence of a permanent dipole moment induced by the polarizable halogen group. Corroborated by quantum chemical calculations, novel head-to-head (iodo-iodo) intermolecular interactions were found to take place for this unsymmetrical derivative. The investigation of mixed solutions clearly reveals that at the solid-liquid interface a homogeneous layer of this compound is formed, which comprises the highest packing density leading to a separation process at the interface 
650 4 |a Journal Article 
700 1 |a Götz, Günther  |e verfasserin  |4 aut 
700 1 |a Kilickiran, Pinar  |e verfasserin  |4 aut 
700 1 |a Bäuerle, Peter  |e verfasserin  |4 aut 
700 1 |a Mena-Osteritz, Elena  |e verfasserin  |4 aut 
773 0 8 |i Enthalten in  |t Langmuir : the ACS journal of surfaces and colloids  |d 1992  |g 22(2006), 4 vom: 14. Feb., Seite 1443-8  |w (DE-627)NLM098181009  |x 1520-5827  |7 nnns 
773 1 8 |g volume:22  |g year:2006  |g number:4  |g day:14  |g month:02  |g pages:1443-8 
912 |a GBV_USEFLAG_A 
912 |a SYSFLAG_A 
912 |a GBV_NLM 
912 |a GBV_ILN_22 
912 |a GBV_ILN_350 
912 |a GBV_ILN_721 
951 |a AR 
952 |d 22  |j 2006  |e 4  |b 14  |c 02  |h 1443-8