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Volume 7418 Organic Semiconductors in Sensors and Bioelectronics II

Ruth Shinar, George G. Malliaras August 2009

Conference Location: San Diego, CA, USA Conference Date: Tuesday 4 August 2009

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Select this Article OPEN ACCESS		Front Matter: Volume 7418 Proceedings of SPIE Proc. SPIE 7418, 741801 (2009); http://dx.doi.org/10.1117/12.846119 Online Publication Date: Sep 17, 2009 Full Text: \| Download PDF
	+ -	Show Abstract This PDF file contains the front matter associated with SPIE Proceedings Volume 7418, including the Title Page, Copyright information, Table of Contents, and the Conference Committee listing.

Organic Semiconductors in Sensors and Bioelectronics I

Select this Article		Contrasting responses of organic transistors to nerve gas and explosive simulant vapors Howard E. Katz, Jia Huang, Kevin C. See, and Thomas Dawidcyk Proc. SPIE 7418, 741802 (2009); http://dx.doi.org/10.1117/12.825633 Online Publication Date: Aug 20, 2009 Full Text: \| Download PDF
	+ -	Show Abstract We describe chemically sensitive organic transistors in which the semiconductor film consists of a base layer of a high mobility p- or n-channel molecular solid, and an overlayer contains analogous compounds terminated with hydroxy functional groups. Such devices respond to dimethyl methylphosphonate at concentrations on the order of 100 ppb and on time scales <1 minute. Semiconductor cores include diphenylbithiophene and naphthalenetetracarboxylic diimide, with OH end groups in some cases. End groups include both alkyl and phenolic OH. Devices are as thin as four monolayers. Sensitivity is highly gate dependent, and means of ensuring the gate setting for maximum response are proposed. Contrasting response to dinitrotoluene, a component of nitroaromatic explosive vapors, is reported. Finally, the influence of the channel versus near-contact regions on the vapor-induced changes in resistance is evaluated.

Select this Article		Sensing nitroaromatic analytes with a bifluorene-cored dendrimer Hamish Cavaye, Homar Barcena, Paul E. Shaw, Paul L. Burn, Shih-Chun Lo, and Paul Meredith Proc. SPIE 7418, 741803 (2009); http://dx.doi.org/10.1117/12.825821 Online Publication Date: Aug 20, 2009 Full Text: \| Download PDF
	+ -	Show Abstract A first generation dendrimer comprised of a 9,9,9',9'-tetra-n-hexyl substituted 2,2'-bifluorene core, biphenyl dendrons, and 2-ethylhexyloxy surface groups can rapidly detect high electron affinity, explosive-related analytes such as pnitrotoluene and 2,4-dinitrotoluene. Stern-Volmer analysis of the dendrimer in solution showed that the quenching could be either collisional or static but not a combination of the two mechanisms. The Stern-Volmer analysis was found to be critically dependent on correcting for the absorption of the analyte at the excitation wavelength and the inner filter effect. Films of the dendrimer were found to have a measurable decrease in the PL for all the nitroaromatic analytes in seconds. The luminescence of the films could be recovered on removal of the analyte. It was found that both thin (25 nm) and thick (80 nm) films showed a rapid response to the analytes but for the less volatile analytes the final level of quenching was less for the thicker films.

Organic Semiconductors in Sensors and Bioelectronics II

Select this Article		Luminescent conjugated oligothiophenes: real time in vivo imaging of biomolecules K. Peter R. Nilsson Proc. SPIE 7418, 741806 (2009); http://dx.doi.org/10.1117/12.825655 Online Publication Date: Aug 27, 2009 Full Text: \| Download PDF
	+ -	Show Abstract Molecular probes for selective identification of biomolecular targets are important to advance our understanding of the molecular mechanisms underlying pathological events and for clinical diagnostic of specific diseases. Luminescent conjugated polythiophenes (LCPs) have been utilized as colorimetric and fluorescent sensing elements for the recording of biological processes, such as DNA-hybridization and ligand-receptor interactions. However, LCPs have several limitations for being used as real time in vivo imaging agents. In this regard, novel thiophene based molecular scaffold, denoted luminescent conjugated oligothiophenes (LCOs) have been developed. The LCOs are chemically defined molecules having distinct side chain functionalizations and a precise number of thiophene units. Properly functionalized LCO showed a striking specificity and selectivity towards distinct molecular targets, such as protein aggregates under physiological conditions. The protein aggregates were easily identified due to the conformation-dependent emission profile from the LCOs and spectral assignment of protein aggregates both in vitro and in ex vivo tissue samples could be obtained. It was also shown that LCOs could be used for live imaging of intracellular molecules and compartments in cells. Overall, we demonstrate that LCOs have the potential of being utilized as powerful practical research tools for studying biological processes in real time.

Select this Article		Sniffing out cancer in the breath: detection of non-polar volatile compounds through carrier scattering in random networks of carbon nanotubes Hossam Haick, Peng Gang, Ulrike Tisch, Yael Zilberman, Wojciech Pisula, Xinliang Feng, and Klaus Müllen Proc. SPIE 7418, 741809 (2009); http://dx.doi.org/10.1117/12.824444 Online Publication Date: Aug 20, 2009 Full Text: \| Download PDF
	+ -	Show Abstract Exhaled breath of cancer patients contains certain nonpolar volatile organic compounds (VOCs) which are not present in the breath of a healthy person. An electronic nose composed of an array of random network (RN) of carbon nanotube (CNT) sensors could in principle detect cancer from breath, but the notoriously low sensitivity of CNT sensors to nonpolar VOCs limits their accuracy. We have achieved a marked improvement of the RN-CNT chemiresistors' response to the nonpolar VOCs found in the breath of lung cancer patients by functionalizing them with different types of nonpolymeric organic films as well as discontinuous films composed of sponge-like wires of hexaperi-hexabenzocoronene (HBC) molecules. By monitoring the changes in conductance, work function and organic film thickness during exposure we show that the enhanced sensitivity of the functionalized RN-CNTs to nonpolar cancer biomarkers stems from carrier scattering induced by swelling of the organic film. Based on these findings, we show that an array of RN-CNT sensors can discriminate between the VOCs found in the breath of patients with lung cancer and in healthy controls. Hence, controlling the carrier scattering in RN-CNTs via deliberate functionalization with suitable organic films could become an important factor in the design of sensors for nonpolar VOCs, which have hitherto been difficult to trace. The results presented here are an important step towards the development of a robust, cost effective electronic nose for sniffing out nonpolar VOCs as biomarkers for cancer in patients' breath.

Select this Article		Polymer biophotonic lab-on-chip devices with integrated organic semiconductor lasers Timo Mappes, Christoph Vannahme, Sönke Klinkhammer, Thomas Woggon, Mauno Schelb, Steven Lenhert, Jürgen Mohr, and Uli Lemmer Proc. SPIE 7418, 74180A (2009); http://dx.doi.org/10.1117/12.825918 \| Cited 2 times Online Publication Date: Aug 20, 2009 Full Text: \| Download PDF
	+ -	Show Abstract We present optofluidic lab-on-a-chip devices (LOCs) for single use as disposables. In our approach we are aiming for systems out of poly(methyl methacrylate) (PMMA) that integrate (a) organic lasers, (b) optical waveguides, (c) microfluidic channels, (d) surface functionalization, and (e) fluorescence excitation on one single chip. We are utilizing mass production techniques to show the applicability of this approach by avoiding electrical interconnects but using optical and fluidic interfaces only. With our experiments we can show the feasibility of this approach by respectively combining two consecutive elements (a - e) of the path of light: Organic semiconductor lasers are integrated by evaporating a thin film of photoactive material on top of a distributed feedback (DFB) grating. For this purpose, grating masters are replicated by hot embossing into PMMA bulk material. The lasing wavelength in the visible light regime is tuned by altering the thickness of the vacuum deposited organic semiconductor active material or the DFB grating period. Emitted light from the DFB laser is coupled into polymer strip optical waveguides realized by Deep UV lithography. The waveguides allow optical guidance to a microfluidic channel. Tailored surface functionalization in the microfluidic channel by Dip-Pen Nanolithography (DPN) enables the local excitation of fluorescent markers and thus a detection of selected components in biomedical or environmentally relevant fluids.

Organic Semiconductors in Sensors and Bioelectronics III

Select this Article		Novel concepts for organic optical oxygen sensor devices S. Sax, A. Neuhold, and E. J. W. List Proc. SPIE 7418, 74180B (2009); http://dx.doi.org/10.1117/12.826296 Online Publication Date: Aug 27, 2009 Full Text: \| Download PDF
	+ -	Show Abstract Since oxygen concentration is a critical parameter in various applications optical gas sensors are a field of intensive academic as well as industrial research. Nowadays indicator based optical oxygen sensors comprises in most cases a light source an immobilized transition metal complex for analyte determination and a detector system. In view of the fact that miniaturization of sensor elements is a key requirement, a novel electro-optical sensor device comprising the sensing as well as the light emitting functionality within one layer is demonstrated. This approach bridges the gap between organic light emitting devices (OLEDs), where transition metal complexes are used for device efficiency enhancement and classical optical oxygen probes. Based on a OLEDs comprising platinum-octaethylporphyrin immobilized in a poly(9-vinylcarbazole) we demonstrated the versatility of this new approach. Furthermore we were able to determine the indicator analyte interaction principle and showed the reversibility of this process.

Select this Article		Transient emission in OLEDs: implications for sensing applications Rui Liu, Zhengqing Gan, Yuankun Cai, Alex Smith, Joseph Shinar, and Ruth Shinar Proc. SPIE 7418, 74180D (2009); http://dx.doi.org/10.1117/12.826927 Online Publication Date: Aug 27, 2009 Full Text: \| Download PDF
	+ -	Show Abstract Typical guest-host small molecular OLEDs (SMOLEDs) exhibit an emission spike at 100 - 200 ns and a tail that extends over several μs following a bias pulse. The spike and tail are attributed to recombination of correlated charge pairs and detrapped charges (mostly from the host shallow states), respectively. They may also be associated with other OLED layers and other phenomena, e.g., triplet-triplet annihilation. The implications of the spike and tail for OLED-based, photoluminescent oxygen sensors operated in the time domain are evaluated and compared to the behavior observed when using undoped OLEDs or inorganic LEDs as the excitation sources.

Organic Semiconductors in Sensors and Bioelectronics IV

Select this Article		Polymer-based photodetectors for structurally integrated photoluminescence based oxygen sensors Kanwar S. Nalwa, Yuankun Cai, Aaron L. Thoeming, Ruth Shinar, Joseph Shinar, and Sumit Chaudhary Proc. SPIE 7418, 74180F (2009); http://dx.doi.org/10.1117/12.830101 Online Publication Date: Aug 27, 2009 Full Text: \| Download PDF
	+ -	Show Abstract A photoluminescence (PL)-based O₂ sensor utilizing inorganic light emitting diode (LED) as the light source and a polymer-based photodetector (PD) is demonstrated. The device structure is compact and the sensor integrates the sensing element, light source, and organic PD as thin films that are attached such that the sensing element is sandwiched between the LED and the PD. The sensing elements are based on the oxygen-sensitive dyes Pt-octaethylporphyrin embedded in a polystyrene matrix. A green inorganic LED (peak emission ~525 nm) light source was used to excite the porphyrin dye, which emits at ~640 nm. This emission can be measured using P3HT:PCBM bulk heterojunction photodiodes, which have been shown earlier to have efficient photodetection at this wavelength if the active layer is sufficiently thick. The time constant associated with sweeping out the photogenerated carriers is found to be ~ 10μs. Such a fast decay of photocurrent is useful for oxygen monitoring, determined by measuring the Pl decay time rather than the PL intensity, of the sensing film. This approach can eliminate the need for frequent sensor calibration and optical filters (as pulsed LED excitation is employed in this mode) which lead to bulkier design.

Organic Semiconductors in Sensors and Bioelectronics V

Select this Article		Ultrasensitive solution processed polymer photodetectors Xiong Gong, Minghong Tong, Ji Sun Moon, and Alan J. Heeger Proc. SPIE 7418, 74180I (2009); http://dx.doi.org/10.1117/12.824386 Online Publication Date: Aug 28, 2009 Full Text: \| Download PDF
	+ -	Show Abstract We demonstrate a polymer photodetector with spectral response from 300nm to 1450nm by using a narrow-band-gap semiconducting polymer blended with a fullerene derivative. Operating in room temperature, the polymer photodetectors exhibit detectivity greater than 10¹³Jones (1Jones =1cm Hz^1/2/W) from the UV well into the near-infrared out to 1150nm and greater than 10¹²Jones from 1150nm to 1450nm. The linear dynamic range is over 100dB. To our knowledge, there is no inorganic material system (not even Si-Ge alloys) capable of such high performance photodetectivty over such a wide spectral range.

Organic Semiconductors in Sensors and Bioelectronics VI

Select this Article		Large-area stretchable organic transistor integrated circuits for sensor and display applications Tsuyoshi Sekitani and Takao Someya Proc. SPIE 7418, 74180Q (2009); http://dx.doi.org/10.1117/12.826576 Online Publication Date: Aug 27, 2009 Full Text: \| Download PDF
	+ -	Show Abstract Stretchability significantly expands the scope of electronic applications-particularly large-area electronics such as displays, sensors, and actuators-because stretchable electronics can cover arbitrary surfaces and movable parts, which is impossible with conventional electronics. However, the realization of stretchable electronics for the manufacturing of electrical wiring with high conductivity, high stretchability, and large-area compatibility is a major hurdle. We manufactured printable elastic conductors comprising single-walled carbon nanotubes (SWNTs) uniformly dispersed in fluorinated rubber. Using ionic liquid and jet milling, we produced longer and finer SWNT bundles that formed well-developed conducting networks in rubber. A conductivity and stretchability greater than 100 S/cm and 100%, respectively, were obtained. In order to demonstrate the feasibility of the elastic conductors for electrical wiring, we manufactured a rubber-like large-area organic transistor active matrix comprising printed organic transistors and elastic conductors. The effective area of the matrix was 20 × 20 cm². The active matrix sheet was uniaxially and biaxially stretched to 70% without incurring mechanical or electrical damage. Furthermore, we constructed a rubber-like stretchable active matrix display comprising integrated printed elastic conductors, organic transistors, and organic light-emitting diodes. The display could stretch by 30-50% and spread over a hemisphere without being mechanically or electrically damaged.

Poster Session

Select this Article		OLED-based biosensing platform with ZnO nanoparticles for enzyme immobilization Yuankun Cai, Ruth Shinar, and Joseph Shinar Proc. SPIE 7418, 74180R (2009); http://dx.doi.org/10.1117/12.828201 Online Publication Date: Aug 20, 2009 Full Text: \| Download PDF
	+ -	Show Abstract Organic light-emitting diode (OLED)-based sensing platforms are attractive for photoluminescence (PL)-based monitoring of a variety of analytes. Among the promising OLED attributes for sensing applications is the thin and flexible size and design of the OLED pixel array that is used for PL excitation. To generate a compact, fielddeployable sensor, other major sensor components, such as the sensing probe and the photodetector, in addition to the thin excitation source, should be compact. To this end, the OLED-based sensing platform was tested with composite thin biosensing films, where oxidase enzymes were immobilized on ZnO nanoparticles, rather than dissolved in solution, to generate a more compact device. The analytes tested, glucose, cholesterol, and lactate, were monitored by following their oxidation reactions in the presence of oxygen and their respective oxidase enzymes. During such reactions, oxygen is consumed and its residual concentration, which is determined by the initial concentration of the above-mentioned analytes, is monitored. The sensors utilized the oxygen-sensitive dye Pt octaethylporphyrin, embedded in polystyrene. The enzymes were sandwiched between two thin ZnO layers, an approach that was found to improve the stability of the sensing probes.

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