Perforated monolayers: Design and synthesis of porous and cohesive monolayers from mercurated calix(n)arenes

Journal Article · Wed Oct 11 00:00:00 EDT 1989 · Journal of the American Chemical Society; (USA)

DOI:https://doi.org/10.1021/ja00203a020· OSTI ID:6950058

Markowitz, M A; Janout, V; Regen, S L ^[1]; Castner, D G ^[2]

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1. Lehigh Univ., Bethlehem, PA (USA)
2. Univ. of Washington, Seattle (USA)

Mercuration of a series of O-alkylated calix(n)arenes (produced via reaction of tetrahydroxycalix(4)arene, pentahydroxylcalix(5)arene, hexahydroxycalix(6)arene, and heptahydroxycalix(7)arene with n-bromobutane and with n-bromohexadecane) afford an homologous series of calixarene-based surfactants that form stable monolayers at the air-water interface. Surface pressure-area isotherms, measured for each calixarene, yield limiting areas that are in excellent agreement with values predicted from space-filling models, if it is assumed that the base of each calixarene is parallel and the alkyl chains are perpendicular to the water surface. Introduction of malonic acid to the aqueous subphase results in a substantial increase in the cohesiveness of films derived from calix(4)arene-, calix(5)arene-, and calix(6)arene-based surfactants, as judged by changes in surface viscosity. X-ray photoelectron spectroscopic analysis of a Langmuir-Blodgett film, produced from a malonic acid stabilized calix(6)arene monolayer, shows a carboxylate/mercury ratio of 0.9.

• OSTI ID: 6950058
• Journal Information: Journal of the American Chemical Society; (USA), Journal Name: Journal of the American Chemical Society; (USA) Vol. 111:21; ISSN 0002-7863; ISSN JACSA
• Country of Publication: United States
• Language: English

Related Subjects

36 MATERIALS SCIENCE
360601* -- Other Materials-- Preparation & Manufacture
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400200 -- Inorganic
Organic
& Physical Chemistry
CALCULATION METHODS
DATA
DATA ANALYSIS
DESIGN
EXPERIMENTAL DATA
FILMS
INFORMATION
MEASURING INSTRUMENTS
MEASURING METHODS
MEMBRANE PORES
MERCURY COMPOUNDS
NUMERICAL DATA
ORGANIC COMPOUNDS
ORGANIC MERCURY COMPOUNDS
SURFACTANTS
SYNTHESIS
THIN FILMS