20 research outputs found
Rapid and Complete Surface Modification with StrainâPromoted OxidationâControlled Cyclooctyneâ1,2âQuinone Cycloaddition (SPOCQ)
Strainâpromoted oxidationâcontrolled cyclooctyneâ1,2âquinone cycloaddition (SPOCQ) between functionalized bicyclo[6.1.0]nonâ4âyne (BCN) and surfaceâbound quinones revealed an unprecedented 100â% conjugation efficiency. In addition, monitoring by direct analysis in real time mass spectrometry (DARTâMS) revealed the underlying kinetics and activation parameters of this immobilization process in dependence on its microenvironment
Functional monolayers on oxide-free silicon surfaces via thiol-ene click chemistry
Thiolâene click chemistry was used for the attachment of a variety of functional molecules onto oxide-free Si(111) surfaces using very mild conditions; the efficient nature of this coupling strategy allowed for successful light-induced micropatterning and thus provides a novel route towards biofunctional electronic
Efficient Functionalization of Oxide-Free Silicon(111) Surfaces: Thiol-yne versus Thiol-ene Click Chemistry
Thiol-yne click (TYC) chemistry was utilized as a copper-free click reaction for the modification of alkyne-terminated monolayers on oxide-free Si(111) surfaces, and the results were compared with the analogous thiolâene click (TEC) chemistry. A wide range of thiols such as 9-fluorenylmethoxy-carbonyl cysteine, thio-Ă-d-glucose tetraacetate, thioacetic acid, thioglycerol, thioglycolic acid, and 1H,1H,2H,2H-perfluorodecanethiol was immobilized using TYC under photochemical conditions, and all modified surfaces were characterized by static water contact angle measurements, X-ray photoelectron spectroscopy (including a simulation thereof by density functional calculations), and infrared absorption reflection spectroscopy. Surface-bound TYC proceeds with an efficiency of up to 1.5 thiols per alkyne group. This high surface coverage proceeds without oxidizing the Si surface. TYC yielded consistently higher surface coverages than TEC, due to double addition of thiols to alkyne-terminated monolayers. This also allows for the sequential and highly efficient attachment of two different thiols onto an alkyne-terminated monolayer
Self-Assembled Functional Organic Monolayers on Oxide-Free Copper
The preparation and characterization of self-assembled monolayers on copper with n-alkyl and functional thiols was investigated. Well-ordered monolayers were obtained, while the copper remained oxide-free. Direct attachment of N-succinimidyl mercaptoundecanoate (NHS-MUA) onto the copper surface allowed for the successful attachment of biomolecules, such as Ă-d-glucosamine, the tripeptide glutathione, and biotin. Notably, the copper surfaces remained oxide-free even after two reaction steps. All monolayers were characterized by static water contact angle measurements, X-ray photoelectron spectroscopy, and infrared reflection absorption spectroscopy. In addition, the biotinylated copper surfaces were employed in the immobilization of biomolecules such as streptavidi
Efficient Functionalization of Oxide-Free Silicon(111) Surfaces: Thiolâyne versus Thiolâene Click Chemistry
Thiol-yne
click (TYC) chemistry was utilized as a copper-free click
reaction for the modification of alkyne-terminated monolayers on oxide-free
Si(111) surfaces, and the results were compared with the analogous
thiolâene click (TEC) chemistry. A wide range of thiols such
as 9-fluorenylmethoxy-carbonyl cysteine, thio-β-d-glucose
tetraacetate, thioacetic acid, thioglycerol, thioglycolic acid, and
1<i>H</i>,1<i>H</i>,2<i>H</i>,2<i>H</i>-perfluorodecanethiol was immobilized using TYC under photochemical
conditions, and all modified surfaces were characterized by static
water contact angle measurements, X-ray photoelectron spectroscopy
(including a simulation thereof by density functional calculations),
and infrared absorption reflection spectroscopy. Surface-bound TYC
proceeds with an efficiency of up to 1.5 thiols per alkyne group.
This high surface coverage proceeds without oxidizing the Si surface.
TYC yielded consistently higher surface coverages than TEC, due to
double addition of thiols to alkyne-terminated monolayers. This also
allows for the sequential and highly efficient attachment of two different
thiols onto an alkyne-terminated monolayer