Partially Fluorinated Poly‐p‐xylylenes Synthesized by CVD Polymerization

Abstract

This paper describes partially fluorinated poly-p-xylylenes prepared by CVD polymerization. The synthesis, characterization, and surface modification of two partially fluorinated polymer coatings, namely poly(4,12-dibromo-1,1,9,9-tetrafluoro-pxylylene) (2) and poly(4-heptadecafluorononanoyl-p-xylylene-co-p-xylylene) (4), is described. Polymer 2 is synthesized from 4,12-dibromo-1,1,9,9-tetrafluoro[2.2]paracyclophane (1), which is fluorinated at the aliphatic bridge, while 4-heptadecafluorononanoyl[2.2]paracyclophane (3), which contains a perfluorinated keto group at the aromatic ring, is used to synthesize polymer 4. Furthermore, the keto-functionalized polymer 4 introduces both extreme hydrophobicity and surface reactivity towards hydrazide-containing ligands.

Reactive Polymer Coatings: A General Route to Thiol‐ene and Thiol‐yne Click Reactions

“…Thiol‐terminated poly(ethylene glycol) (thiol‐PEG) molecules were used as model molecules in the study due to the PEG moieties are well known for their antifouling property and are used widely to prevent nonspecific protein adsorption 13. Water condensation study22 was first examined on the resulting surfaces showing hydrophilic regions of immobilized PEG molecules compared with the hydrophobic background of the unreacted polymers60 (see Supporting Information). A subsequent protein adsorption study was performed by incubating the samples with Alexa Fluor 546‐conjugated fibrinogen and FITC‐labeled BSA.…”

CVD of Poly(α,α′‐dimethyl‐p‐xylylene) and Poly(α,α,α′, α′‐tetramethyl‐p‐xylylene)‐co‐poly(p‐xylylene) from Alkoxide Precursors I: Optical Properties and Thermal Stability

“…The most common cyclophane undertaken in this way is octafluoro [2.2] paracyclophane [10] and the monomer route via 1,4-bis(bromodifluoro)benzene, [11] which both yield parylene AF-4, however other alpha-functionalized parylenes have been elusive except for some alpha-halogenated parylenes from complex, non-commercializable synthetic routes. [12] It is the aim of this study to explore the monomer route to the parylene polymers via functionalization of the alpha positions with methyl groups. This monomer route is based on alkoxy chemistry where the cleavage of the CÀO bond results in the generation of the p-xylylene intermediate.…”

Engineering, Characterization and Directional Self‐Assembly of Anisotropically Modified Nanocolloids

“…Assembly of Particles on CVD Substrates : A conformal coating of poly(4‐heptadecafluorononanoyl‐p‐xylylene‐ co ‐p‐xylylene) was deposited on a 3 cm × 3 cm silica substrates via CVD polymerization of 4‐heptadecafluorononanoyl[2,2]‐paracyclophane 42. This was followed by immobilization of biotin hydrazide via microcontact printing, wherein a poly(dimethylsiloxane) (PDMS) stamp consisting of square‐shaped indentations (400 μm 2 ) with 50 μm gaps between the square edges 43.…”