Film formation from plasma-enabled surface-catalyzed dehalogenative coupling of a small organic molecule
Hugo Hartl1, Yanru Guo1,2, Ken Ostrikov1,3
1School of Chemistry, Physics and Mechanical Engineering, Queensland University of Technology (QUT) 2 George Street Brisbane QLD Australia 4000 jennifer.macleod@qut.edu.au.
Abstract:
This work demonstrates a new pathway to the direct on-surface fabrication of surface coatings by showing that application of a plasma can lead to dehalogenative coupling of small aromatic molecules at a catalytic surface. Specifically, we show that a room temperature, atmospheric pressure plasma can be used to fabricate a coating through a surface-confined dehalogenation reaction. Plasma treatments were performed using a dielectric barrier discharge (DBD) technique under pure nitrogen with a variety of power levels and durations. Samples were analysed by optical and helium ion microscopy (HIM), X-ray photoelectron spectroscopy (XPS), optical profilometry, and contact angle measurement. By varying the plasma parameters we could control the chemistry, morphology and roughness of the film. Surface wettability also varied with the plasma parameters, with high-dose plasmas leading to a hydrophobic surface with water contact angles up to 130°.
Related Concept Videos
Base-Promoted α-Halogenation of Aldehydes and Ketones
Electrophilic Addition to Alkynes: Hydrohalogenation
Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride
The bonds formed in this reaction are stronger than the bonds broken, making it energetically favorable. The reaction follows a radical chain mechanism similar to radical halogenation...
Electrophilic 1,2- and 1,4-Addition of X2 to 1,3-Butadiene
Preparation of Alkynes: Dehydrohalogenation
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
Formation of Halohydrin from Alkenes


