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At least 19 records
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NASA NTRSDate not supplied

Radiation-driven Decomposition of Thiophene and Thiophene-derivatives within H 2 O-ice

Thiophene and several of its derivatives (2-methylthiophene, 3methylthiophene) have been detected on the surface of Mars in lacustrine mudstones using the pyrolysis-GC-MS instrument onboard NASA’s Curiosity Rover. The biosynthesis of thiophenes is considered an important production pathway on Earth, suggesting that thiophenes could serve as a secondary chemical biosignature on Mars. However, Mars lacks a global magnetic field allowing GCRs to readily penetrate the thin CO 2 atmosphere and several meters into the regolith. GCRs can destroy the organic molecules present (i.e., chemical biosignatures). To date, the radiation-driven decomposition of these thiophenes has not been examined and their destruction rates constants have not been measured. Here, we provide radiolytic decomposition rates for thiophene as a neat ice and diluted in water ice to provide additional astrochemical context to the recent detections on Mars.

Patrick D. Tribbett↗
NASA NTRS2006

Thiophenes as Indicators of Aqueous Alteration in Carbonaceous Meteorites

A common class of organic compound in low petrographic type meteorites is the sulfur-containing thiophenes. The presence of this compound class in organic-rich meteorites which have experienced substantial levels of aqueous alteration is relatively unexplored. Early reports of these compounds attributed them to artifacts brought about by reactions between elemental sulfur and organic matter during high temperature extraction and analysis steps. Subsequent investigations confirmed their indigeneity, yet their environment of formation remained unconstrained. Here we present data which suggests that thiophenes are parent body alteration products that reflect the role of liquid water on asteroids in the early solar system.

Sephton, Mark A.↗
NASA NTRS1993

Low-gravity electrodeposition and growth of polymer thin films with large third-order optical nonlinearities by electrochemical processes for devices: Thiophene-based polymers

It has been proposed that NLO thin film properties may be improved by low-gravity processing. Strong candidates for NLO thin film applications are the polythiophenes. Polymeric thiophenes are attractive materials due to their ease of preparation, stability, and high X(exp 3). A simple and convenient method for preparation of polythiophenes is electrochemical oxidation. We will apply some of our experience and lessons learned in low-gravity metal, metal/cermet electrode position to improve the quality of polythiophene(s) thin films. In low gravity electrode position of Ni at a high rate on an Au substrate often results in the production of an x-ray non diffracting surface. Cobalt metal deposition does not give this result nor does Ni when deposited similarly on a glassy carbon substrate. Co/Ni alloy composition produced during electrode position is strongly dependent upon the amount of convection. Code position of neutral inert cermets with metals is influenced significantly by the presence of gravity and the size of the cermets. Tracks left in the 1-g surfaces by unsuccessful particle occlusion indicate suspension of the large particles is not the only reason for poor volume percentages of the larger particles in the deposits. All size particles are more homogeneously distributed in the deposits in low-gravity electrocodeposition than in 1-g. Low gravity gives larger volume percentages for the larger particles in the deposits, while 1-g gives larger volume percentages for the smaller particles. Intermediate size particles give mixed results. The experimental cells were constructed with flat electrode end plates such that 1-g bench reference electrode positions could be carried out at various orientations with respect to gravity. A series of bench studies using similar designed cells are suggested so that convection modification can be applied to electrochemical thin film preparation. Convection effects can then be coupled with other parameter variations in current, temperature, concentration, solvent, electrolyte, and anode substrates to optimize the properties of NLO thin films before resorting to low-gravity processing.

Penn, Benjamin G.↗
NASA NTRS1993

Synthesis of novel electrically conducting polymers: Potential conducting Langmuir-Blodgett films and conducting polymers on defined surfaces

Based on previous results involving thiophene derived electrically conducting polymers in which it was shown that thiophene, 3-substituted thiophenes, furans, and certain oligomers of these compounds showed electrical conductivity after polymerization. The conductivity was in the order of up to 500 S/cm. In addition, these polymers showed conductivity without being doped and most of all they were practically inert toward ambient conditions. They even could be used in aqueous media. With these findings as a guide, a number of 3-long-chain-substituted thiophenes and 1-substituted-3-long-chain substituted pyrrols were synthesized as monomers for potential polymeric electrically conducting Langmuir-Blodgett films.

Zimmer, Hans↗
NASA NTRS1977

Sulfur compounds in coal

The literature on the chemical structure of the organic sulfur compounds (or functional groups) in coal is reviewed. Four methods were applied in the literature to study the sulfur compounds in coal: direct spectrometric and chemical analysis, depolymerization in drastic conditions, depolymerization in mild conditions, and studies on simulated coal. The data suggest that most of the organic sulfur in coal is in the form of thiophenic structures and aromatic and aliphatic sulfides. The relative abundance of the sulfur groups in bituminous coal is estimated as 50:30:20%, respectively. The ratio changes during processing and during the chemical analysis. The main effects are the transformation during processing of sulfides to the more stable thiophenic compounds and the elimination of hydrogen sulfide.

Attar, A.↗
NASA NTRS1981

The effects of organosulfur compounds upon the storage stability of Jet A fuel

This study examined the effect of sulfur-containing compounds on the storage stability of Jet A turbine fuel. It was found that alkyl sulfides and disulfides increased the fuel's stability while all thiols and thiophene derivatives tested decreased fuel stability (increased deposit formation) at temperatures and sulfur concentrations selected. Linear Arrhenius plots of sulfur-spiked fuel samples demonstrated that deposit formation decreased with increased slope for all alkyl sulfides, alkyl disulfides, thiols, and thiophene derivatives. A plot of insoluble deposit vs. concentration of added alkyl sulfide produces a negative slope. It appears that the inhibiting mechanism for alkyl sulfides is a result of the compound's reactivity with intermediate soluble precursors to deposit in the fuel. A method of approximating the relative basicity of weak organosulfur bases was developed via measurement of their resonance chemical shifts in proton NMR. Linear plots of log gm. deposit vs. change in chemical shift (shift differences between sulfur bases neat and complexed with I2) were found for alkyl sulfides and alkyl thiols. This suggests the possibility that increased deposit formation is due to base catalysis with these compound classes.

Heneman, F. C.↗
NASA NTRS2000

Development of Highly Fluorescent Materials Based on Thiophenylimidazole Dyes

Organic fluorescent materials are expected to find many potential applications in optical devices and photo-functionalized materials. Although many investigations have been focused on heterocyclic compounds such as coumarins, bipyridines, rhodamines, and pyrrole derivatives, little is known for fluorescent imidazole materials. We discovered that one particular class of imidazole derivatives is highly fluorescent. A series of monomeric and polymeric based fluorescent dyes were prepared containing a thiophene unit at the second position of the imidazole ring. Dependence of fluorescence efficiency on parameters such as solvent polarity and substituent groups has been investigated. It was found that a formyl group at the 2-position of the thiophene ring dramatically enhance fluorescence properties. Ion recognition probes indicated their potential as sensor materials. These fluorophores have flexibility for introduction of versatile substituent groups that could improve the fluorescence efficiency and sensor properties.

Santos, Javier↗
NASA NTRS2018

Organic Matter Preserved in 3-Billion-Year-Old Mudstones at Gale Crater, Mars

Establishing the presence and state of organic matter, including its possible biosignatures, in martian materials has been an elusive quest, despite limited reports of the existence of organic matter on Mars. We report the in situ detection of organic matter preserved in lacustrine mudstones at the base of the ~3.5-billion-year-old Murray formation at Pahrump Hills, Gale crater, by the Sample Analysis at Mars instrument suite onboard the Curiosity rover. Diverse pyrolysis products, including thiophenic, aromatic, and aliphatic compounds released at high temperatures (500° to 820°C), were directly detected by evolved gas analysis. Thiophenes were also observed by gas chromatography–mass spectrometry. Their presence suggests that sulfurization aided organic matter preservation. At least 50 nanomoles of organic carbon persists, probably as macromolecules containing 5% carbon as organic sulfur molecules.

Eigenbrode, Jennifer L.↗
NASA NTRS1972

Origin of organic matter in early solar system. V - Further studies of meteoritic hydrocarbons and a discussion of their origin.

The Murchison meteorite contains aliphatic and aromatic hydrocarbons similar to those made in static Fischer-Tropsch-type syntheses. Principal compound classes above C8 are n-alkanes, mono- and dimethylalkanes, alkenes, alkylbenzenes and -naphthalenes. Below C8, n-alkanes are virtually absent; instead, benzene, toluene, branched alkanes dominate. The CH4/C2H6 ratio is greater than 30, possibly greater than 700. Isoprenoids from C17 to C20 occur in a surface rinse but not in subsequent extracts and appear to be terrestrial contaminants. Thiophenes, porphyrin-like pigments, and chlorobenzenes were also found; the latter appear to be contaminants. In the Allende meteorite, only methane, benzene, toluene and an aromatic polymer seem to be indigeneous. A comprehensive review of current evidence shows that Fischer-Tropsch-type reactions can account for most principal features of meteorite organic matter.

Studier, M. H.↗
NASA NTRS1976

The polymer-like organic material in the Orgueil meteorite

Results are reported for analysis of polymeric organic material contained in powder from the Orgueil chondrite, using a stepwise high-vacuum pyrolysis-gas chromatography-mass spectrometry technique. Pyrolysis products obtained include a series of alkanes and alkenes to C8, an extensive series of alkylbenzene isomers, thiophene, alkylthiophenes, benzothiophene, acetonitrile, acrylonitrile, benzonitrile, acetone, and phenol. Most of these products are shown to be similar both qualitatively and quantitatively to those previously obtained from solvent-extracted Allende powder, indicating a basically aromatic and heteroaromatic polymer matrix with short aliphatic bridges or side chains. The production of acrylonitrile, acetonitrile, and benzonitrile (common breakdown products of amino acids) from the insoluble organic material is taken to suggest that amino acids exist in an insoluble form, perhaps as peptides, in the meteorite's polymeric component. Similarities between the structure of the Orgueil polymeric material and terrestrial kerogen are discussed which raise the possibility that both might have been produced in part by similar reactions.

Bandurski, E. L.↗
NASA NTRS1978

Ultraviolet-photoproduced organic solids synthesized under simulated Jovian conditions - Molecular analysis

In an earlier paper, Khare and Sagan reported the production of a brownish polymeric material from the near-ultraviolet irradiation of simulated jovian atmospheres with a low hydrogen abundance. Examination of this product indicates that hydrogen sulfide is the initial photon acceptor; the powder resulting after extraction with benzene is 84 percent sulfur, largely S8. In results reported here, the remaining 16 percent was pyrolyzed and then examined by gas chromatography-mass spectrometry. Pyrolysis at 450 C yielded a series of alkanes, alkenes, C3-alkylbenzenes, aromatics, thiophenes, alkylthiophenes, alkylmercaptans, alkyldisulfides, together with the nitrogenous compounds hydrogen cyanide, methyl cyanide, alkylisothiocyanates, acrylonitrile, and allylisothiocyanates. Some of these compounds might be sought on Jupiter and Saturn and their satellites by remote infrared and ultraviolet spectroscopy and directly by entry probes.

Khare, B. N.↗
NASA NTRS1981

Autothermal reforming of sulfur-free and sulfur-containing hydrocarbon liquids

The mechanisms by which various fuel component hydrocarbons related to both heavy petroleum and coal-derived liquids are converted to hydrogen without forming carbon were investigated. Reactive differences between paraffins and aromatics in autothermal reforming (ATR) were shown to be responsible for the observed fuel-specific carbon formation characteristics. The types of carbon formed in the reformer were identified by SEM and XRD analyses of catalyst samples and carbon deposits. From tests with both light and heavy paraffins and aromatics, it is concluded that high boiling point hydrocarbons and polynuclear aromatics enhance the propensity for carbon formation. The effects of propylene addition on the ATR performance of benzene are described. In ATR tests with mixtures of paraffins and aromatics, synergistic effects on conversion characteristics were identified. Indications that the sulfur content of the fuel may be the limiting factor for efficient ATR operation were found. The conversion and degradation effects of the sulfur additive (thiophene) were examined.

Source record↗
NASA NTRS1983

Studies of the mechanisms of turbine fuel instability

The formation of insoluble deposits in a Jet A, a Diesel, and a model fuel (1/10 v/v tetralin/dodecane) was studied. Experiments were conducted using glass containers at 394 K with an air/fuel ratio of 14/1. The effects of addition of ppm levels of various compounds on deposit formation were evaluated. Nitrogen heterocycles were shown to produce a basicity dependent acceleration of deposition. Thiols and thiophene were shown to increase deposition while sulfides and disulfides act as inhibitors. Copper metal and its salts also promote deposition. Results of various instrumental analyses of deposits and development of a high performance liquid chromatographic method for monitoring deposit precursors are discussed.

Daniel, S. R.↗
NASA NTRS1986

Emission FTIR analyses of thin microscopic patches of jet fuel residues deposited on heated metal surfaces

The relationship of fuel stability to fuel composition and the development of mechanisms for deposit formation were investigated. Fuel deposits reduce heat transfer efficiency and increase resistance to fuel flow and are highly detrimental to aircraft performance. Infrared emission Fourier transform spectroscopy was chosen as the primary method of analysis because it was sensitive enough to be used in-situ on tiny patches of monolayers or of only a few molecular layers of deposits which generally proved completely insoluble in any nondestructive solvents. Deposits of four base fuels were compared; dodecane, a dodecane/tetralin blend, commercial Jet A fuel, and a broadened-properties jet fuel particularly rich in polynuclear aromatics. Every fuel in turn was provided with and without small additions of such additives as thiophene, furan, pyrrole, and copper and iron naphthenates.

Lauer, J. L.↗
NASA NTRS1991

Advances in analytical chemistry

Implementation of computer programs based on multivariate statistical algorithms makes possible obtaining reliable information from long data vectors that contain large amounts of extraneous information, for example, noise and/or analytes that we do not wish to control. Three examples are described. Each of these applications requires the use of techniques characteristic of modern analytical chemistry. The first example, using a quantitative or analytical model, describes the determination of the acid dissociation constant for 2,2'-pyridyl thiophene using archived data. The second example describes an investigation to determine the active biocidal species of iodine in aqueous solutions. The third example is taken from a research program directed toward advanced fiber-optic chemical sensors. The second and third examples require heuristic or empirical models.

Arendale, W. F.↗
NASA NTRS1995

Second Annual Research Center for Optical Physics (RCOP) Forum

The Research Center for Optical Physics (RCOP) held its Second Annual Forum on September 23-24, 1994. The forum consisted of two days of technical sessions with invited talks, submitted talks, and a student poster session. Participants in the technical sessions included students and researchers from CCNY/CUNY, Fisk University, Georgia Institute of Technology, Hampton University, University of Maryland, the Univeristy of Michigan, NASA Langley Research Center, North Caroline A and T University, Steven's Institute of Technology, and NAWC-Warminster. Topics included chaotic lasers, pumped optical filters, nonlinear responses in polythiophene and thiophene based thin films, crystal growth and spectroscopy, laser-induced photochromic centers, raman scattering in phorphyrin, superradiance, doped fluoride crystals, luminescence of terbium in silicate glass, and radiative and nonradiative transitions in rare-earth ions.

Allario, Frank↗