Chemical Stability of Organic Monolayers Formed in Solution

O’Leary, Leslie E.; Johansson, Erik; Lewis, Nathan S.

doi:10.1002/9781118199770.ch12

Cited by 1 publication

(1 citation statement)

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“…Self-assembled monolayers (SAMs) , containing amine functional groups have been used as coupling agents to promote adhesion at silicon (oxide)/polymer interfaces, − for example, in glass-fiber-reinforced composites and the polymer encapsulation of microelectronics . Clean reactions with no byproducts that could remain on the modified surfaces would be advantageous in cases for which contamination by the byproduct would be detrimental. − Widely used aminosilanes, such as 3-aminopropyltriethoxysilane (APS), 3-aminopropyldimethylethoxysilane (APDMES), and their trimethoxy derivatives, produce ethanol or methanol as a byproduct upon reaction with surface silanol or with water. ,, In addition, the amine group is sufficiently basic to react, or at least interact, with silanols on the surface .…”

Section: Introductionmentioning

confidence: 99%

Byproduct-Free Route to Aminosiloxane Monolayers on Silicon/Silicon Dioxide

2017

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The chemisorption of N-methyl-aza-2,2,4-trimethylsilacyclopentane from either the solution or the vapor phase produces monolayer films on silicon (oxide) substrates. The formation of a covalent siloxane linkage to the surface by this adsorbate is accompanied by ring opening, which produces no byproduct. The resulting secondary amine reacts with maleic anhydride to produce a carboxylic acid-terminated surface, accompanied by the formation of a stable amide bond. These reactions and their products were characterized by a combination of optical ellipsometry, contact-angle goniometry, and X-ray photoelectron spectroscopy.

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