메뉴 건너뛰기




Volumn 14, Issue 19, 1998, Pages 5469-5478

Self-assembled monolayers of an aryl thiol: Formation, stability, and exchange of adsorbed 2-naphthalenethiol and bis(2-naphthyl) disulfide on Au

Author keywords

[No Author keywords available]

Indexed keywords

ADSORPTION; CHARGE TRANSFER; FREE ENERGY; GOLD; LIQUID CHROMATOGRAPHY; OXIDATION; PROTONS; SULFUR COMPOUNDS; ULTRAVIOLET SPECTROSCOPY;

EID: 0032164179     PISSN: 07437463     EISSN: None     Source Type: Journal    
DOI: 10.1021/la980553b     Document Type: Article
Times cited : (63)

References (112)
  • 9
    • 0003519909 scopus 로고
    • Academic: San Diego, CA
    • For reviews on SAMs see: (a) Ulman, A. An Introduction to Ultrathin Organic Films from Langmuir-Bladgett to Self- Assembly; Academic: San Diego, CA, 1991; (b) Dubois, L. H.; Nuzzo, R. G. Annu. Rev. Phys. Chem. 1992, 43, 437-463; (c) Delamarche, E.; Michel, B.; Biebuyck, H. A.; Gerber, C. Adv. Mater. 1996, 8, 719-729-; (d) Ulman, A. Chem. Rev. 1996, 96, 1533-1554.
    • (1991) An Introduction to Ultrathin Organic Films from Langmuir-Bladgett to Self- Assembly
    • Ulman, A.1
  • 10
    • 3743134422 scopus 로고
    • For reviews on SAMs see: (a) Ulman, A. An Introduction to Ultrathin Organic Films from Langmuir-Bladgett to Self- Assembly; Academic: San Diego, CA, 1991; (b) Dubois, L. H.; Nuzzo, R. G. Annu. Rev. Phys. Chem. 1992, 43, 437-463; (c) Delamarche, E.; Michel, B.; Biebuyck, H. A.; Gerber, C. Adv. Mater. 1996, 8, 719-729-; (d) Ulman, A. Chem. Rev. 1996, 96, 1533-1554.
    • (1992) Annu. Rev. Phys. Chem. , vol.43 , pp. 437-463
    • Dubois, L.H.1    Nuzzo, R.G.2
  • 11
    • 0030246280 scopus 로고    scopus 로고
    • For reviews on SAMs see: (a) Ulman, A. An Introduction to Ultrathin Organic Films from Langmuir-Bladgett to Self- Assembly; Academic: San Diego, CA, 1991; (b) Dubois, L. H.; Nuzzo, R. G. Annu. Rev. Phys. Chem. 1992, 43, 437-463; (c) Delamarche, E.; Michel, B.; Biebuyck, H. A.; Gerber, C. Adv. Mater. 1996, 8, 719-729-; (d) Ulman, A. Chem. Rev. 1996, 96, 1533-1554.
    • (1996) Adv. Mater. , vol.8
    • Delamarche, E.1    Michel, B.2    Biebuyck, H.A.3    Gerber, C.4
  • 12
    • 0345979435 scopus 로고    scopus 로고
    • For reviews on SAMs see: (a) Ulman, A. An Introduction to Ultrathin Organic Films from Langmuir-Bladgett to Self- Assembly; Academic: San Diego, CA, 1991; (b) Dubois, L. H.; Nuzzo, R. G. Annu. Rev. Phys. Chem. 1992, 43, 437-463; (c) Delamarche, E.; Michel, B.; Biebuyck, H. A.; Gerber, C. Adv. Mater. 1996, 8, 719-729-; (d) Ulman, A. Chem. Rev. 1996, 96, 1533-1554.
    • (1996) Chem. Rev. , vol.96 , pp. 1533-1554
    • Ulman, A.1
  • 62
    • 0002595688 scopus 로고
    • Oxidation of Thiols
    • Patai, S., Ed.; Wiley: London
    • Used as received or base-cleaned vials, no matter how extensive the rinsing, catalyzed the oxidation of dilute 2-naphthalenethiol as determined by HPLC. Base is well known to catalyze the oxidation of thiols. see Capozzi, G.; Modena, G. Oxidation of Thiols In The Chemistry of the ThM Group; Patai, S., Ed.; Wiley: London, 1974; pp 785-839.
    • (1974) The Chemistry of the ThM Group , pp. 785-839
    • Capozzi, G.1    Modena, G.2
  • 64
    • 11644278799 scopus 로고    scopus 로고
    • note
    • Disulfide formation was accounted for in the coverage by adding 2 mol of disulfide formed in solution to the moles of thiol missing.
  • 66
    • 85088081470 scopus 로고    scopus 로고
    • note
    • 2 stream before analysis.
  • 79
    • 11644278800 scopus 로고    scopus 로고
    • unpublished results
    • Analogous to the result found in ref 57, a series of Au thiolate compounds were synthesized and were found to be unstable in the presence of oxidizer or air, resulting in the evolution of disulfide. Schlenoff, J. B., Kolega, R. R., unpublished results.
    • Schlenoff, J.B.1    Kolega, R.R.2
  • 80
    • 11644302386 scopus 로고    scopus 로고
    • note
    • Oxidation in the blank solutions occurred at an average rate of ∼1%/day conversion of 2-naphthalenethiol to the disulfide. In the presence of Au foil, conversion was ∼2.5%/day.
  • 89
    • 11644304347 scopus 로고    scopus 로고
    • unpublished results
    • A novel stable biradical with a disulfide linkage was synthesized and used as a spin label for spontaneous desorption. Homolytic cleavage of the Au-S bond would certainly destroy the spin. Schlenoff, J. B., Kolega, R., unpublished results.
    • Schlenoff, J.B.1    Kolega, R.2
  • 94
    • 0345231982 scopus 로고
    • Polycyclic Aromatic Hydrocarbons
    • Bard, A. J.; Land, H., Eds.; Marcel Dekker: New York
    • Perichon, J. Polycyclic Aromatic Hydrocarbons In Encyclopedia of Electrochemistry of the Elements; Bard, A. J.; Land, H., Eds.; Marcel Dekker: New York, 1978; Vol. XI, pp 71-161.
    • (1978) Encyclopedia of Electrochemistry of the Elements , vol.11 , pp. 71-161
    • Perichon, J.1
  • 108
    • 11644326477 scopus 로고    scopus 로고
    • note
    • The adsorption energy calculated here for aliphatic disulfides is considered more reliable than our previous estimate (ref 37), because in the latter we used the reduction of hydroryethyl disulfide to represent reaction [v].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.