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1.
Biosens Bioelectron ; 197: 113816, 2022 Feb 01.
Article in English | MEDLINE | ID: mdl-34814031

ABSTRACT

Single-mode organic solid-state lasers with direct emission into an optical waveguide are attractive candidates for cost-efficient coherent light sources employed in photonic lab-on-a-chip biosensors. Here, we present a combination of a dye-doped organic solid-state distributed feedback laser with a highly sensitive optical waveguide Mach-Zehnder interferometer on a silicon nitride photonic platform. This organic-hybrid laser allows for optical pumping with a laser diode in an alignment tolerant manner, which facilitates applications in point-of-care diagnostics. The sensitivity to bulk refractive index changes and the concentration dependent binding of streptavidin on a polyethyleneimine-biotin functionalized surface was studied to demonstrate the practicability of this cost-efficient coherent light source for optical waveguide biosensors.


Subject(s)
Biosensing Techniques , Lasers, Solid-State , Interferometry , Silicon Compounds
2.
Sci Rep ; 11(1): 21052, 2021 10 26.
Article in English | MEDLINE | ID: mdl-34702941

ABSTRACT

Photonic integrated circuits (PIC) provide promising functionalities to significantly reduce the size and costs of optical coherence tomography (OCT) systems. This paper presents an imaging platform operating at a center wavelength of 830 nm for ophthalmic application using PIC-based swept source OCT. An on-chip Mach-Zehnder interferometer (MZI) configuration, which comprises an input power splitter, polarization beam splitters in the sample and the reference arm, and a 50/50 coupler for signal interference represents the core element of the system with a footprint of only [Formula: see text]. The system achieves 94 dB imaging sensitivity with 750 [Formula: see text]W on the sample, 50 kHz imaging speed and 5.5 [Formula: see text]m axial resolution (in soft tissue). With this setup, in vivo human retinal imaging of healthy subjects was performed producing B-scans, three-dimensional renderings as well as OCT angiography. These promising results are significant prerequisites for further integration of optical and electronic building blocks on a single swept source-OCT PIC.


Subject(s)
Angiography/instrumentation , Equipment Design , Retina/diagnostic imaging , Tomography, Optical Coherence/instrumentation , Angiography/methods , Humans , Tomography, Optical Coherence/methods
3.
Light Sci Appl ; 10(1): 6, 2021 Jan 05.
Article in English | MEDLINE | ID: mdl-33402664

ABSTRACT

In this work, we present a significant step toward in vivo ophthalmic optical coherence tomography and angiography on a photonic integrated chip. The diffraction gratings used in spectral-domain optical coherence tomography can be replaced by photonic integrated circuits comprising an arrayed waveguide grating. Two arrayed waveguide grating designs with 256 channels were tested, which enabled the first chip-based optical coherence tomography and angiography in vivo three-dimensional human retinal measurements. Design 1 supports a bandwidth of 22 nm, with which a sensitivity of up to 91 dB (830 µW) and an axial resolution of 10.7 µm was measured. Design 2 supports a bandwidth of 48 nm, with which a sensitivity of 90 dB (480 µW) and an axial resolution of 6.5 µm was measured. The silicon nitride-based integrated optical waveguides were fabricated with a fully CMOS-compatible process, which allows their monolithic co-integration on top of an optoelectronic silicon chip. As a benchmark for chip-based optical coherence tomography, tomograms generated by a commercially available clinical spectral-domain optical coherence tomography system were compared to those acquired with on-chip gratings. The similarities in the tomograms demonstrate the significant clinical potential for further integration of optical coherence tomography on a chip system.

4.
Opt Express ; 28(22): 32468-32482, 2020 Oct 26.
Article in English | MEDLINE | ID: mdl-33114932

ABSTRACT

In this paper, we present a novel concept for a multi-channel swept source optical coherence tomography (OCT) system based on photonic integrated circuits (PICs). At the core of this concept is a low-loss polarization dependent path routing approach allowing for lower excess loss compared to previously shown PIC-based OCT systems, facilitating a parallelization of measurement units. As a proof of concept for the low-loss path routing, a silicon nitride PIC-based single-channel swept source OCT system operating at 840 nm was implemented and used to acquire in-vivo tomograms of a human retina. The fabrication of the PIC was done via CMOS-compatible plasma-enhanced chemical vapor deposition to allow future monolithic co-integration with photodiodes and read-out electronics. A performance analysis using the results of the implemented photonic building blocks shows a potential tenfold increase of the acquisition speed for a multi-channel system compared to an ideal lossless single-channel system with the same signal-to-noise ratio.

5.
Opt Express ; 28(14): 20177-20190, 2020 Jul 06.
Article in English | MEDLINE | ID: mdl-32680083

ABSTRACT

Recent studies on ultrafine particles (UFP), which are smaller than 100 nm, emphasized their hazardous potential to the human organism. They are comparable in size to typical nano-organisms such as viruses and can penetrate physiological barriers in a similar way. Currently, there are no low-cost and miniaturized detectors for UFP available. In our first experiments with an integrated evanescent field particle detector, we could already successfully detect single 200 nm polystyrene latex (PSL) spheres, although the implemented waveguide geometry was only rudimentary optimized with costly 3D simulations. We developed a fast and structured optimization model for waveguide geometry and operation wavelength of an integrated evanescent field particle detector in order to exploit its full potential for the detection of discrete analytes in the UFP size range. The optimization model is based on a modified formulation of Mie theory and its computational effort is reduced by a factor of 100 compared to 3D simulations. The optimization potential of the sensor response signal is demonstrated for several waveguide geometries that can be produced with established semiconductor fabrication technology at high production volumes and low costs. An optimized silicon nitride waveguide features sensor response signals that are about one order of magnitude higher compared to previous experiments, which pushes the limit of detection even further down to particle sizes below 100 nm. A small integrated evanescent field particle detector based on this optimized waveguide will be used for the first low-cost and miniaturized devices that can monitor the personal exposure to UFP.

6.
Sci Rep ; 9(1): 18438, 2019 Dec 05.
Article in English | MEDLINE | ID: mdl-31804533

ABSTRACT

One of the major barriers for a widespread commercial uptake of silicon nitride photonic integrated circuits for cost-sensitive applications is the lack of low-cost monolithically integrated laser light sources directly emitting into single-mode waveguides. In this work, we demonstrate an optically pumped organic solid-state slot-waveguide distributed feedback laser designed for a silicon nitride organic hybrid photonic platform. Pulsed optical excitation of the gain medium is achieved by a 450 nm laser diode. The optical feedback for lasing is based on a second-order laterally coupled Bragg grating with a slot-waveguide core. Optimized material gain properties of the organic dye together with the increased modal gain of the laser mode arising from the improved overlap of the slot-waveguide geometry with the gain material enable single-mode lasing at a wavelength of 600 nm. The straightforward integration and operation with a blue laser diode leads to a cost-effective coherent light source for photonic integrated devices.

7.
Opt Express ; 27(22): 31394-31406, 2019 Oct 28.
Article in English | MEDLINE | ID: mdl-31684374

ABSTRACT

In this work, we present a detailed analysis of individual loss mechanisms in silicon nitride partial Euler bends at a wavelength of 850 nm. This structure optimizes the transmission through small radii optical waveguide bends. The partial Euler bend geometry balances losses arising from the transition from the straight to the bend waveguide mode and radiative losses of the bend waveguide mode. Numerical analyses are presented for 45-degree bends commonly employed in S-bend configurations to create lateral offsets, as well as 90- and 180-degree bends. Additionally, 90-degree partial Euler bends were fabricated on a silicon nitride photonic platform to experimentally complement the theoretical findings. The optimized waveguide bends allow for a reduced effective radius without increasing the total bend loss and, thus, enable a higher component density in photonic integrated circuits.

8.
Opt Express ; 27(22): 32409-32426, 2019 Oct 28.
Article in English | MEDLINE | ID: mdl-31684455

ABSTRACT

In this paper, we present the design, fabrication and characterization of a carrier depletion silicon-photonic switch based on a highly doped vertical pn junction. The vertical nature of the pn junction enables the device to exhibit a modulation efficiency as high as 0.23 V.cm. Fast switching times of 60ps are achieved in a lumped configuration. Moreover, the process flow is highly tolerant to fabrication deviations allowing a seamless transfer to the 350 nm process node of a commercial complementary-metal-oxide semiconductor (CMOS) foundry. Overall, this work showcases the possibility of fabricating highly efficient carrier depletion-based silicon photonic switches using medium resolution lithography.

9.
Opt Express ; 27(20): 29350-29356, 2019 Sep 30.
Article in English | MEDLINE | ID: mdl-31684671

ABSTRACT

The provision of a coherent light source is a prerequisite for a variety of photonic integrated circuits. The integration of semiconductor laser diodes in disposable photonic devices in fields such as biosensing is, however, impeded by the competitive pricing in this application area. In this work, we demonstrate lasing of an alternative laser light source, namely an integrated hybrid organic solid-state distributed feedback laser for a silicon nitride photonic platform. The laser is optically pumped with a high power 450 nm laser diode and emits in the visible at 630 nm into a waveguide taper to reduce the cross-section to a single mode geometry. Inkjet printing of the organic gain medium enables a local, cost-effective, and flexible processing technology. The fabrication of the presented coherent light source is CMOS compatible and therefore highly interesting for co-integrated sensing platforms.

10.
Beilstein J Org Chem ; 14: 2082-2089, 2018.
Article in English | MEDLINE | ID: mdl-30202461

ABSTRACT

Phosphinooxazoline (PHOX) ligands are an important class of ligands in asymmetric catalysis. We synthesized ten novel D-fructose-derived spiro-fused PHOX ligands with different steric and electronic demand. The application of two of them was tested in asymmetric allylic alkylation. The ligands are prepared in two steps from readily available 1,2-O-isopropylidene protected ß-D-fructopyranoses by the BF3·OEt2-promoted Ritter reaction with 2-bromobenzonitrile to construct the oxazoline moiety followed by Ullmann coupling of the resulting aryl bromides with diphenylphosphine. Both steps proceeded mostly in good to high yields (57-86% for the Ritter reaction and 35-89% for the Ullmann coupling). The Ritter reaction gave two anomers, which could be separated by column chromatography. The prepared ligands showed promising results (er of up to 84:16) in Tsuji-Trost reactions with diphenylallyl acetate as model substrate.

11.
Molecules ; 21(12)2016 Dec 10.
Article in English | MEDLINE | ID: mdl-27973420

ABSTRACT

Two novel carbohydrate-derived pyridyl (PYOX)- and cyclopropyl (CYBOX)-substituted oxazoline ligands were prepared from d-glucosamine hydrochloride and 1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-ß-d-glucopyranose hydrochloride in two steps, respectively. The sugar-annulated PYOX ligand formed a stable metal complex with Pd(II), which was fully characterized by NMR spectroscopy and X-ray crystallography. NMR and X-ray analysis revealed a change of the conformation in the sugar moiety upon complexation with the palladium(II) species. Both glycosylated ligands resulted in high asymmetric induction (up to 98% ee) upon application as chiral ligands in the Pd-catalyzed allylic alkylation of rac-1,3-diphenylallyl acetate with dimethyl malonate (Tsuji-Trost reaction). Both ligands provided mainly the (R)-enantiomer of the alkylation product.


Subject(s)
Carbohydrates/chemistry , Glucosamine/analogs & derivatives , Malonates/chemistry , Oxazoles/chemical synthesis , Palladium/chemistry , Alkylation , Catalysis , Crystallography, X-Ray , Glucosamine/chemistry , Ligands , Molecular Conformation , Nuclear Magnetic Resonance, Biomolecular , Oxazoles/chemistry
12.
Beilstein J Org Chem ; 12: 166-71, 2016.
Article in English | MEDLINE | ID: mdl-26877819

ABSTRACT

In the present work, we describe a convenient synthesis of spiro-fused D-fructo- and D-psico-configurated oxazoline ligands and their application in asymmetric catalysis. The ligands were synthesized from readily available 3,4,5-tri-O-benzyl-1,2-O-isopropylidene-ß-D-fructopyranose and 3,4,5-tri-O-benzyl-1,2-O-isopropylidene-ß-D-psicopyranose, respectively. The latter compounds were partially deprotected under acidic conditions followed by condensation with thiocyanic acid to give an anomeric mixture of the corresponding 1,3-oxazolidine-2-thiones. The anomeric 1,3-oxazolidine-2-thiones were separated after successive benzylation, fully characterized and subjected to palladium catalyzed Suzuki-Miyaura coupling with 2-pyridineboronic acid N-phenyldiethanolamine ester to give the corresponding 2-pyridyl spiro-oxazoline (PyOx) ligands. The spiro-oxazoline ligands showed high asymmetric induction (up to 93% ee) when applied as chiral ligands in palladium-catalyzed allylic alkylation of 1,3-diphenylallyl acetate with dimethyl malonate. The D-fructo-PyOx ligand provided mainly the (R)-enantiomer while the D-psico-configurated ligand gave the (S)-enantiomer with a lower enantiomeric excess.

13.
Carbohydr Res ; 411: 56-63, 2015 Jun 26.
Article in English | MEDLINE | ID: mdl-25974854

ABSTRACT

Four carbohydrate-derived 2-pyridyl and 2-quinolinyl substituted spiro-oxazoline ligands were prepared from 3,4,5-tri-O-benzyl-1,2-di-O-isopropylidene-ß-D-fructose in four steps. Conversion of the latter compound with trimethylsilylazide followed by hydrogenation gave an anomeric mixture of 2-amino-3,4,5-tri-O-benzyl-2-deoxy-1-O-trimethylsilyl-D-fructopyranose. Amide coupling of the fructosylamines with picolinic acid and quinaldic acid, respectively afforded the corresponding anomeric amidofructosides, which were both separated and characterized by NMR spectroscopy and X-ray crystallography. Cyclization of alpha-amides was achieved by treatment of the corresponding mesylates with NaH while beta-amides were directly cyclisized with NCS and Ph3P to give the corresponding 2-pyridyl (PyOx) and 2-quinolyl (QuinOx) substituted spiro-oxazoline ligands, respectively. The 2-pyridyl substituted spiro-oxazoline ligands PyOx formed stable complexes with Pd(II), which were fully characterized and their structure determined by X-ray crystallography, whereas the corresponding QuinOx ligands failed to form similar Pd complexes.


Subject(s)
Coordination Complexes/chemical synthesis , Oxazoles/chemical synthesis , Palladium/chemistry , Spiro Compounds/chemical synthesis , Carbohydrate Conformation , Catalysis , Crystallography, X-Ray , Cyclization , Ligands , Models, Molecular
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