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Volumn 113, Issue 39, 2009, Pages 17104-17113

Dipolar control of monolayer morphology on graphite: Self-assembly of anthracenes with odd length diether side chains

Author keywords

[No Author keywords available]

Indexed keywords

ANTHRACENE DERIVATIVES; BUILDING BLOCKES; DIETHERS; ETHER GROUP; GEOMETRIC DISTORTION; GRAPHITE INTERFACES; MOLECULAR TAPES; MORPHOLOGICAL VARIATION; ODD LENGTH; SELF-ASSEMBLED; SIDE CHAIN LENGTHS; SIDE CHAIN STRUCTURE; SIDE CHAINS;

EID: 70350135807     PISSN: 19327447     EISSN: 19327455     Source Type: Journal    
DOI: 10.1021/jp905563q     Document Type: Article
Times cited : (13)

References (47)
  • 25
    • 70350169360 scopus 로고    scopus 로고
    • Carbon 1 of the anthracene core is attached to a side chain. Carbon (and hydrogen) atoms along the exterior of the same benzene ring are numbered 2-4. Atoms 5-8 are interchanged with atoms 1-4 by rotation about the 2-fold symmetry axis aligned perpendicular to the anthracene plane
    • Carbon 1 of the anthracene core is attached to a side chain. Carbon (and hydrogen) atoms along the exterior of the same benzene ring are numbered 2-4. Atoms 5-8 are interchanged with atoms 1-4 by rotation about the 2-fold symmetry axis aligned perpendicular to the anthracene plane.
  • 26
    • 70350162373 scopus 로고    scopus 로고
    • Intermolecular interactions determine the lowest energy morphology provided that molecule-HOPG interactions do not vary significantly with morphology
    • Intermolecular interactions determine the lowest energy morphology provided that molecule-HOPG interactions do not vary significantly with morphology.
  • 28
    • 70350145720 scopus 로고    scopus 로고
    • Hyperchem 8.0, CyberChem, Inc., 1115 NW 4th Street Suite 2, Gainesville, FL 32601
    • Hyperchem 8.0, CyberChem, Inc., 1115 NW 4th Street Suite 2, Gainesville, FL 32601.
  • 30
    • 70350148802 scopus 로고    scopus 로고
    • -3kcal/mol Å was not achieved for any minimization. The minimizations required 5-20 days depending on starting position and side chain length
    • -3kcal/mol Å was not achieved for any minimization. The minimizations required 5-20 days depending on starting position and side chain length.
  • 31
    • 70350155860 scopus 로고    scopus 로고
    • Shifting an interior anthracene more than 2 nm from the closest section edge eliminates its interactions with all other molecules in the section
    • Shifting an interior anthracene more than 2 nm from the closest section edge eliminates its interactions with all other molecules in the section.
  • 32
    • 70350176736 scopus 로고    scopus 로고
    • The factor of one half is required to partition the "vertical" extraction energy equally between the shifted molecule and its neighbors
    • The factor of one half is required to partition the "vertical" extraction energy equally between the shifted molecule and its neighbors.
  • 33
    • 70350173860 scopus 로고    scopus 로고
    • "Vertical extraction" of an anthracene disrupts two intratape contacts, two intertape contacts and two anthracene-anthracene contacts. The intratape, intertape, and An-An values listed in Table 2 are per contact. C-2-C packed tapes
    • 2 groups in the adjacent tape.
  • 34
    • 70350192377 scopus 로고    scopus 로고
    • 2. The b-axis lengths are nearly identical for C-2-C and H-2-H morphologies
    • 2. The b-axis lengths are nearly identical for C-2-C and H-2-H morphologies.
  • 35
    • 70350143502 scopus 로고    scopus 로고
    • This analysis ignores entropic contributions
    • This analysis ignores entropic contributions.
  • 36
    • 70350153916 scopus 로고    scopus 로고
    • 2 octape HB morphology is-18.39 kcal/mol (19.11 "vertical" extraction energy). SAE for the C-2-C and H-2-H morphologies are-15.94 and-16.92
    • 2 octape HB morphology is-18.39 kcal/mol (19.11 "vertical" extraction energy). SAE for the C-2-C and H-2-H morphologies are-15.94 and-16.92.
  • 37
    • 70350148801 scopus 로고    scopus 로고
    • 2 {-28.10,-27.67,-27.65 kcal/mol}. The simulations predict C-2-C as the major morphology of both compounds, in agreement with the experimental results. The simulations do not exhibit a detectable, intrinsic bias in favor of C-2-C, H-2-H, or HB morphology
    • 2 {-28.10,-27.67,-27.65 kcal/mol}. The simulations predict C-2-C as the major morphology of both compounds, in agreement with the experimental results. The simulations do not exhibit a detectable, intrinsic bias in favor of C-2-C, H-2-H, or HB morphology.
  • 38
    • 70350192378 scopus 로고    scopus 로고
    • 18assign the ether oxygen a charge of-0.281. The α-H charge is +0.066
    • 18assign the ether oxygen a charge of-0.281. The α-H charge is +0.066.
  • 39
    • 70350180875 scopus 로고    scopus 로고
    • 2 (average of 0.47 ( 0.05 kcal/mol for each of the 2-O-8′-O, 8-O-8′-O, and 2′-O-8-O interactions, where nonprime and prime numbers indicate oxygen side chain positions in adjacent tapes)
    • 2 (average of 0.47 ( 0.05 kcal/mol for each of the 2-O-8′-O, 8-O-8′-O, and 2′-O-8-O interactions, where nonprime and prime numbers indicate oxygen side chain positions in adjacent tapes).
  • 40
    • 70350140471 scopus 로고    scopus 로고
    • 2 of the adjacent tape. The mean calculated 2-O-3-H(An) separation ) 3.27 Å is larger than for the 8-O substituted compounds. Consequently, a 10-O is less effective than an 8-O at increasing the 2-O-3-H(An) Coulomb attraction and the An-An (H-2-H) stabilization
    • 2 of the adjacent tape. The mean calculated 2-O-3-H(An) separation ) 3.27 Å is larger than for the 8-O substituted compounds. Consequently, a 10-O is less effective than an 8-O at increasing the 2-O-3-H(An) Coulomb attraction and the An-An (H-2-H) stabilization.
  • 41
    • 70350176735 scopus 로고    scopus 로고
    • Even chain length anthracene compounds are another potential way to form single morphology monolayers. These compounds spontaneously assemble ω↔2 packed AA* tapes, which then assemble into C-2-C monolayers. As a consequence of these tapes' highly jagged peripheries, ω↔2 intertape registration is the only AA* tape alignment that generates close packed monolayers
    • Even chain length anthracene compounds are another potential way to form single morphology monolayers. These compounds spontaneously assemble ω↔2 packed AA* tapes, which then assemble into C-2-C monolayers. As a consequence of these tapes' highly jagged peripheries, ω↔2 intertape registration is the only AA* tape alignment that generates close packed monolayers.
  • 42
    • 70350167244 scopus 로고    scopus 로고
    • Stabilizing interactions are shared between side chains, so these values are 1/2 those reported in Table 2
    • Stabilizing interactions are shared between side chains, so these values are 1/2 those reported in Table 2.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.