Mixed self-assembled monolayers of highly polar rigid biphenyl thiols

Jung F. Kang; Abraham Ulman; Sheng Liao; Rainer Jordan

doi:10.1021/la9813883

Mixed self-assembled monolayers of highly polar rigid biphenyl thiols

Jung F. Kang, Abraham Ulman, Sheng Liao, Rainer Jordan

New York University

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

59 Scopus citations

Abstract

Mixed self-assembled monolayers (SAMs) of 4′-nitro-4-mercaptobiphenyl (I) and 4′-(dimethylamino)-4-mercaptobiphenyl (III) have been compared with that of 4′-nitro-4-mercaptobiphenyl (I) and 4′-methylmercapto-4-mercaptobiphenyl (II). The composition of the mixed SAMs was determined by external reflection Fourier transform infrared (ER-FTIR) spectroscopy and showed that both the magnitude and direction of dipole moment determined the final composition of mixed SAMs. In toluene, with a dielectric constant of 2.4, a significant enhancement dipolar interaction is observed. The composition of mixed SAMs of I and II showed a plateau at 40% surface concentration of I. These results can be explained by simple calculation based on the Hammett equation. The experimental results indicate that the equilibrium concentration of the two components in the mixed SAM_I/II, in a nonpolar solvent, is driven by the formation of a two-dimensional assembly with zero net dipole moment.

Original language	English
Pages (from-to)	2095-2098
Number of pages	4
Journal	Langmuir
Volume	15
Issue number	6
DOIs	https://doi.org/10.1021/la9813883
State	Published - 16 Mar 1999
Externally published	Yes

Access to Document

10.1021/la9813883

Cite this

@article{d66ca72725d84276a3f2b6bd1d567777,

title = "Mixed self-assembled monolayers of highly polar rigid biphenyl thiols",

abstract = "Mixed self-assembled monolayers (SAMs) of 4′-nitro-4-mercaptobiphenyl (I) and 4′-(dimethylamino)-4-mercaptobiphenyl (III) have been compared with that of 4′-nitro-4-mercaptobiphenyl (I) and 4′-methylmercapto-4-mercaptobiphenyl (II). The composition of the mixed SAMs was determined by external reflection Fourier transform infrared (ER-FTIR) spectroscopy and showed that both the magnitude and direction of dipole moment determined the final composition of mixed SAMs. In toluene, with a dielectric constant of 2.4, a significant enhancement dipolar interaction is observed. The composition of mixed SAMs of I and II showed a plateau at 40% surface concentration of I. These results can be explained by simple calculation based on the Hammett equation. The experimental results indicate that the equilibrium concentration of the two components in the mixed SAMI/II, in a nonpolar solvent, is driven by the formation of a two-dimensional assembly with zero net dipole moment.",

author = "Kang, {Jung F.} and Abraham Ulman and Sheng Liao and Rainer Jordan",

year = "1999",

month = mar,

day = "16",

doi = "10.1021/la9813883",

language = "אנגלית",

volume = "15",

pages = "2095--2098",

journal = "Langmuir",

issn = "0743-7463",

publisher = "American Chemical Society",

number = "6",

}

TY - JOUR

T1 - Mixed self-assembled monolayers of highly polar rigid biphenyl thiols

AU - Kang, Jung F.

AU - Ulman, Abraham

AU - Liao, Sheng

AU - Jordan, Rainer

PY - 1999/3/16

Y1 - 1999/3/16

N2 - Mixed self-assembled monolayers (SAMs) of 4′-nitro-4-mercaptobiphenyl (I) and 4′-(dimethylamino)-4-mercaptobiphenyl (III) have been compared with that of 4′-nitro-4-mercaptobiphenyl (I) and 4′-methylmercapto-4-mercaptobiphenyl (II). The composition of the mixed SAMs was determined by external reflection Fourier transform infrared (ER-FTIR) spectroscopy and showed that both the magnitude and direction of dipole moment determined the final composition of mixed SAMs. In toluene, with a dielectric constant of 2.4, a significant enhancement dipolar interaction is observed. The composition of mixed SAMs of I and II showed a plateau at 40% surface concentration of I. These results can be explained by simple calculation based on the Hammett equation. The experimental results indicate that the equilibrium concentration of the two components in the mixed SAMI/II, in a nonpolar solvent, is driven by the formation of a two-dimensional assembly with zero net dipole moment.

AB - Mixed self-assembled monolayers (SAMs) of 4′-nitro-4-mercaptobiphenyl (I) and 4′-(dimethylamino)-4-mercaptobiphenyl (III) have been compared with that of 4′-nitro-4-mercaptobiphenyl (I) and 4′-methylmercapto-4-mercaptobiphenyl (II). The composition of the mixed SAMs was determined by external reflection Fourier transform infrared (ER-FTIR) spectroscopy and showed that both the magnitude and direction of dipole moment determined the final composition of mixed SAMs. In toluene, with a dielectric constant of 2.4, a significant enhancement dipolar interaction is observed. The composition of mixed SAMs of I and II showed a plateau at 40% surface concentration of I. These results can be explained by simple calculation based on the Hammett equation. The experimental results indicate that the equilibrium concentration of the two components in the mixed SAMI/II, in a nonpolar solvent, is driven by the formation of a two-dimensional assembly with zero net dipole moment.

UR - http://www.scopus.com/inward/record.url?scp=0345404112&partnerID=8YFLogxK

U2 - 10.1021/la9813883

DO - 10.1021/la9813883

M3 - ???researchoutput.researchoutputtypes.contributiontojournal.article???

AN - SCOPUS:0345404112

SN - 0743-7463

VL - 15

SP - 2095

EP - 2098

JO - Langmuir

JF - Langmuir

IS - 6

ER -

Mixed self-assembled monolayers of highly polar rigid biphenyl thiols

Abstract

Access to Document

Other files and links

Fingerprint

Cite this