Correlation between the molecular structure and photoresponse in aliphatic self-assembled monolayers with azobenzene tailgroups

We have compared the structural and photoisomerization properties of self-assembled monolayers (SAMs) comprising either the trans or cis isomers of azobenzene terminated dithiolane with in-chain amide unit, viz., 4-(phenyldiazenyl)phenyl-4-(1,2-dithiolane-3-yl)-butylcarboxamide ( 1). These films wer...

Ausführliche Beschreibung

Bibliographische Detailangaben
Veröffentlicht in:Langmuir : the ACS journal of surfaces and colloids. - 1992. - 24(2008), 20 vom: 21. Okt., Seite 11691-700
1. Verfasser: Weidner, Tobias (VerfasserIn)
Weitere Verfasser: Bretthauer, Frauke, Ballav, Nirmalya, Motschmann, Hubert, Orendi, Horst, Bruhn, Clemens, Siemeling, Ulrich, Zharnikov, Michael
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2008
Zugriff auf das übergeordnete Werk:Langmuir : the ACS journal of surfaces and colloids
Schlagworte:Journal Article
LEADER 01000naa a22002652 4500
001 NLM182723089
003 DE-627
005 20231223163341.0
007 cr uuu---uuuuu
008 231223s2008 xx |||||o 00| ||eng c
024 7 |a 10.1021/la802454w  |2 doi 
028 5 2 |a pubmed24n0609.xml 
035 |a (DE-627)NLM182723089 
035 |a (NLM)18823085 
040 |a DE-627  |b ger  |c DE-627  |e rakwb 
041 |a eng 
100 1 |a Weidner, Tobias  |e verfasserin  |4 aut 
245 1 0 |a Correlation between the molecular structure and photoresponse in aliphatic self-assembled monolayers with azobenzene tailgroups 
264 1 |c 2008 
336 |a Text  |b txt  |2 rdacontent 
337 |a ƒaComputermedien  |b c  |2 rdamedia 
338 |a ƒa Online-Ressource  |b cr  |2 rdacarrier 
500 |a Date Completed 13.11.2008 
500 |a Date Revised 16.10.2008 
500 |a published: Print-Electronic 
500 |a Citation Status PubMed-not-MEDLINE 
520 |a We have compared the structural and photoisomerization properties of self-assembled monolayers (SAMs) comprising either the trans or cis isomers of azobenzene terminated dithiolane with in-chain amide unit, viz., 4-(phenyldiazenyl)phenyl-4-(1,2-dithiolane-3-yl)-butylcarboxamide ( 1). These films were prepared on Au(111) from solutions of both isomers. Structure and composition of the SAMs were studied by X-ray photoelectron spectroscopy and near-edge X-ray absorption fine structure spectroscopy. The photoresponse of the films was monitored in real time by ellipsometry. SAMs fabricated from the trans isomer were found to be densely packed and highly ordered. These films did not show any discernible photoresponse upon irradiation with UV light, which, under favorable conditions, triggers the trans- cis isomerization. In contrast, films prepared from solutions containing predominantly the cis isomer were loosely packed and mostly disordered but exhibited reversible photoreactivity. The results confirm that steric effects, i.e., available free volume, play a dominant role for the photoresponse of aliphatic SAMs bearing the photoactive azobenzene group. The crystal structure of 1 ( trans isomer) exhibits a row-like aggregation of neighboring molecules by weak hydrogen bonds and can be taken as a model for the arrangement of 1 in the monolayer films. Further, in addition to the surface coordination behavior, we have also mimicked the chemisorption of the 1,2-dithiolane moiety onto the gold substrate in molecular coordination chemistry in oxidative addition reactions with the zero-valent platinum complex [Pt(PPh 3) 4] 
650 4 |a Journal Article 
700 1 |a Bretthauer, Frauke  |e verfasserin  |4 aut 
700 1 |a Ballav, Nirmalya  |e verfasserin  |4 aut 
700 1 |a Motschmann, Hubert  |e verfasserin  |4 aut 
700 1 |a Orendi, Horst  |e verfasserin  |4 aut 
700 1 |a Bruhn, Clemens  |e verfasserin  |4 aut 
700 1 |a Siemeling, Ulrich  |e verfasserin  |4 aut 
700 1 |a Zharnikov, Michael  |e verfasserin  |4 aut 
773 0 8 |i Enthalten in  |t Langmuir : the ACS journal of surfaces and colloids  |d 1992  |g 24(2008), 20 vom: 21. Okt., Seite 11691-700  |w (DE-627)NLM098181009  |x 1520-5827  |7 nnns 
773 1 8 |g volume:24  |g year:2008  |g number:20  |g day:21  |g month:10  |g pages:11691-700 
856 4 0 |u http://dx.doi.org/10.1021/la802454w  |3 Volltext 
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 24  |j 2008  |e 20  |b 21  |c 10  |h 11691-700