Modification of Polymer Surfaces by Click Chemistry

Abstract

Silicon substrates were coated with well‐defined glycidyl and alkyne groups containing terpolymer that was synthesized by NMRP. The polymer was successfully tethered on silicon wafers and the resulting solvent stable, homogeneous, smooth thin films were characterized by means of atomic force microscopy (AFM), spectroscopic ellipsometry in the visible (Vis), and infrared (IR) spectral range. Subsequently, the films were modified in a heterogeneous reaction, converting the alkyne groups of the surface efficiently and quantitatively with azides by click chemistry. Appropriate film analysis allowed to directly verify the reaction of the alkyne groups with the azides and revealed that the chemical and physical properties of the thin films have changed while their morphology and topography is preserved.magnified image

Surface-Initiated Polymerization of Azidopropyl Methacrylate and Its Film Elaboration via Click Chemistry

“…40,41 Also, several groups anchored glycidyl methacrylate polymers to surfaces, enabling installation of clickable groups in thin polymer films. 35,42 …”

Multifunctional Block Copolymers Based on Styrene Derivatives

“…We could prove that click chemistry can then be successfully carried out for postmodification of the immobilized films. [18] In a further approach, amino functionalized block copolymers have been prepared via NMRP and RAFT. Figure 10 displays the polymerization sequences that were carried out to obtain the BOC protected versions (12 and 13) of the target block copolymers, employing NMRP for 12 and RAFT polymerization for 13.…”

Copper‐Free Clickable Coatings

“…Complementary to the azide-functionalized polymers, two alkyne-containing crosslinking agents [3] were constructed consisting of tetra-(ethylene glycol) (TEG) equipped with either two propyne units (6) or two dibenzocyclooctyne groups (10, Scheme 2).…”

“…The most frequently applied click reaction nowadays is the copper-catalyzed azide-alkyne 1,3-dipolar cycloaddition (CuAAC), [2] which has been used for the preparation of crosslinked networks [3] and for the functionalization of both polymers in solution [4] and polymeric coatings on surfaces. [5][6][7][8][9][10][11] Click chemistry has furthermore played a major role in the development of polymer-based bioconjugates, [12,13] which combine the versatility of standard synthetic polymers with advanced biological functions of proteins, polysaccharides, and DNA. Although potential applications of these polymer-based biohybrid systems are envisioned in the area of biology and biomedicine, [14] the necessity to use the inherently toxic copper for the construction of these materials [15] limits their possible use both in vitro and in vivo.…”