skip to main content
DOE Patents title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Emissive sensors and devices incorporating these sensors

Abstract

The present invention generally relates to luminescent and/or optically absorbing compositions and/or precursors to those compositions, including solid films incorporating these compositions/precursors, exhibiting increased luminescent lifetimes, quantum yields, enhanced stabilities and/or amplified emissions. The present invention also relates to sensors and methods for sensing analytes through luminescent and/or optically absorbing properties of these compositions and/or precursors. Examples of analytes detectable by the invention include electrophiles, alkylating agents, thionyl halides, and phosphate ester groups including phosphoryl halides, cyanides and thioates such as those found in certain chemical warfare agents. The present invention additionally relates to devices and methods for amplifying emissions, such as those produced using the above-described compositions and/or precursors, by incorporating the composition and/or precursor within a polymer having an energy migration pathway. In some cases, the compositions and/or precursors thereof include a compound capable of undergoing a cyclization reaction.

Inventors:
;
Issue Date:
Research Org.:
Massachusetts Inst. of Technology (MIT), Cambridge, MA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1083230
Patent Number(s):
8367001
Application Number:
12/946,685
Assignee:
Massachusetts Institute of Technology (Cambridge, MA)
Patent Classifications (CPCs):
C - CHEMISTRY C09 - DYES C09K - MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
H - ELECTRICITY H01 - BASIC ELECTRIC ELEMENTS H01L - SEMICONDUCTOR DEVICES
DOE Contract Number:  
FG07-01ID14222
Resource Type:
Patent
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE; 47 OTHER INSTRUMENTATION

Citation Formats

Swager, Timothy M, and Zhang, Shi-Wei. Emissive sensors and devices incorporating these sensors. United States: N. p., 2013. Web.
Swager, Timothy M, & Zhang, Shi-Wei. Emissive sensors and devices incorporating these sensors. United States.
Swager, Timothy M, and Zhang, Shi-Wei. Tue . "Emissive sensors and devices incorporating these sensors". United States. https://www.osti.gov/servlets/purl/1083230.
@article{osti_1083230,
title = {Emissive sensors and devices incorporating these sensors},
author = {Swager, Timothy M and Zhang, Shi-Wei},
abstractNote = {The present invention generally relates to luminescent and/or optically absorbing compositions and/or precursors to those compositions, including solid films incorporating these compositions/precursors, exhibiting increased luminescent lifetimes, quantum yields, enhanced stabilities and/or amplified emissions. The present invention also relates to sensors and methods for sensing analytes through luminescent and/or optically absorbing properties of these compositions and/or precursors. Examples of analytes detectable by the invention include electrophiles, alkylating agents, thionyl halides, and phosphate ester groups including phosphoryl halides, cyanides and thioates such as those found in certain chemical warfare agents. The present invention additionally relates to devices and methods for amplifying emissions, such as those produced using the above-described compositions and/or precursors, by incorporating the composition and/or precursor within a polymer having an energy migration pathway. In some cases, the compositions and/or precursors thereof include a compound capable of undergoing a cyclization reaction.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2013},
month = {2}
}

Patent:

Save / Share:

Works referenced in this record:

Fluorescent Detection of Chemical Warfare Agents:  Functional Group Specific Ratiometric Chemosensors
journal, March 2003


Hydrogen bonding. Part 29. Characterization of 14 sorbent coatings for chemical microsensors using a new solvation equation
journal, January 1995


Synthesis and Properties of Poly(phenylene ethynylene)s with Pendant Hexafluoro-2-propanol Groups
journal, November 2005


Superquenching of fluorescent polyelectrolytes and its applications for chemical and biological sensing
conference, June 2001


Tuning the Properties of Conjugated Polyelectrolytes through Surfactant Complexation
journal, September 2000


Highly sensitive biological and chemical sensors based on reversible fluorescence quenching in a conjugated polymer
journal, October 1999


Equilibrium Flexibility of a Rigid Linear Conjugated Polymer
journal, January 1996


A Poly( p -phenyleneethynylene) with a Highly Emissive Aggregated Phase
journal, September 2000


Direct Observation of the “Pac-Man” Effect from Dibenzofuran-Bridged Cofacial Bisporphyrins
journal, January 2000


Beyond superquenching: Hyper-efficient energy transfer from conjugated polymers to gold nanoparticles
journal, May 2003


High-Efficiency Fluorescence Quenching of Conjugated Polymers by Proteins
journal, May 2002


A chiral poly(para-phenyleneethynylene) (PPE) derivative
journal, August 1998


On the solid state aggregation of chiral substituted poly(para-phenylene)s (PPPs)
journal, June 1999


Alternating poly(pyridyl vinylene phenylene vinylene)s: synthesis and solid state organizations
journal, November 1997


SNP detection using peptide nucleic acid probes and conjugated polymers: Applications in neurodegenerative disease identification
journal, December 2004


DNA detection using water-soluble conjugated polymers and peptide nucleic acid probes
journal, August 2002


Water-Soluble Conjugated Oligomers:  Effect of Chain Length and Aggregation on Photoluminescence-Quenching Efficiencies
journal, July 2001


Fused Polycyclic Aromatics via Electrophile-Induced Cyclization Reactions: Application to the Synthesis of Graphite Ribbons
journal, August 1994


Acoustic Wave Microsensor Arrays for Vapor Sensing
journal, July 2000


Evidence of Aggregate Formation for 2,5-Dialkylpoly( p -phenyleneethynylenes) in Solution and Thin Films
journal, December 1998


Amplified Fluorescence Quenching in a Poly( p -phenylene)-Based Cationic Polyelectrolyte
journal, September 2000


Making sense of polymer-based biosensors
journal, October 1999


Fluorescence Quenching by Pyridine and Derivatives Induced by Intermolecular Hydrogen Bonding to Pyrrole-Containing Heteroaromatics
journal, March 2002


Triptycene polymers
journal, January 1969


Tuning of Superquenching in Layered and Mixed Fluorescent Polyelectrolytes
journal, July 2001


Superquenching and Its Applications in J-Aggregated Cyanine Polymers
journal, May 2001


Control of conformational and interpolymer effects in conjugated polymers
journal, June 2001


Directing Energy Transfer within Conjugated Polymer Thin Films
journal, November 2001


Nanoscale Fibrils and Grids:  Aggregated Structures from Rigid-Rod Conjugated Polymers
journal, March 1999


Structural Control in Thin Layers of Poly( p -phenyleneethynylene)s:  Photophysical Studies of Langmuir and Langmuir−Blodgett Films
journal, July 2002


A Fluorescent Self-Amplifying Wavelength-Responsive Sensory Polymer for Fluoride Ions
journal, October 2003


Novel Chiral Macrocycles Containing Two Electronically Interacting Arylene Chromophores
journal, July 2001


Fluorescent-conjugated polymer superquenching facilitates highly sensitive detection of proteases
journal, May 2004


Detection of Single Nucleotide Mismatches via Fluorescent Polymer Superquenching
journal, August 2003


Detection of DNA Hybridization via Fluorescent Polymer Superquenching
journal, October 2002


Circular Dichroism and Circular Polarization of Photoluminescence of Highly Ordered Poly{3,4-di[( S )-2-methylbutoxy]thiophene}
journal, January 1996


Rational Design of a Nile Red/Polymer Composite Film for Fluorescence Sensing of Organophosphonate Vapors Using Hydrogen Bond Acidic Polymers
journal, July 2001


Signal Amplification in Multichromophore Luminescence-Based Sensors
journal, September 2001


Energy Migration in a Poly(phenylene ethynylene):  Determination of Interpolymer Transport in Anisotropic Langmuir−Blodgett Films
journal, February 1999


Homogeneous Fluorescence-Based DNA Detection with Water-Soluble Conjugated Polymers
journal, November 2004


Methods for strand-specific DNA detection with cationic conjugated polymers suitable for incorporation into DNA chips and microarrays
journal, January 2005


Optimization of the Molecular Orbital Energies of Conjugated Polymers for Optical Amplification of Fluorescent Sensors
journal, February 2006


Superquenching in Cyanine Pendant Poly( l -lysine) Dyes:  Dependence on Molecular Weight, Solvent, and Aggregation
journal, January 2002


Surface-Enhanced Superquenching of Cyanine Dyes as J-Aggregates on Laponite Clay Nanoparticles
journal, October 2002


Thermodynamic Stabilization Mechanism of Block Copolymer Vesicles
journal, February 2001


Picosecond laser photolysis studies of deactivation processes of excited hydrogen-bonding complexes. 2. Dibenzocarbazole-pyridine systems
journal, October 1982


Capture and detection of a quencher labeled oligonucleotide by poly(phenylene ethynylene) particles
journal, January 2003


Chiroptical properties of chiral-substituted polyfluorenes
journal, June 2000


Circularly Polarized Electroluminescence from a Polymer Light-Emitting Diode
journal, October 1997


Efficient Light Harvesting by Sequential Energy Transfer across Aggregates in Polymers of Finite Conjugational Segments with Short Aliphatic Linkages
journal, November 2001


Detection of 2,4-dinitrotoluene using microcantilever sensors
journal, May 2004


Stabilization of the Aggregation of Cyanine Dyes at the Molecular and Nanoscopic Level
journal, November 2000


Poly(fluorenyleneethynylene)s by Alkyne Metathesis:  Optical Properties and Aggregation Behavior
journal, May 2000


Metal ion-mediated polymer superquenching for highly sensitive detection of kinase and phosphatase activities
journal, October 2004


Synthesis and evaluation of hexafluorodimethylcarbinol functionalized polymers as microsensor coatings
journal, November 1991


The Molecular Wire Approach to Sensory Signal Amplification
journal, May 1998


Fluorescence Studies of Poly(p-phenyleneethynylene)s: The Effect of Anthracene Substitution
journal, April 1995


Trace Hydrazine Detection with Fluorescent Conjugated Polymers: A Turn-On Sensory Mechanism
journal, April 2006


Amplifying fluorescent polymer sensors for the explosives taggant 2,3-dimethyl-2,3-dinitrobutane (DMNB)
journal, January 2005


Rapid Luminescent Detection of Phosphate Esters in Solution and the Gas Phase Using (dppe)Pt{S 2 C 2 (2-pyridyl)(CH 2 CH 2 OH)}
journal, December 1998


Photophysical Consequences of Conformation and Aggregation in Dilute Solutions of π-Conjugated Oligomers
journal, August 1999


Hydrogen-Bonding-Induced Phenomena in Bifunctional Heteroazaaromatics
journal, November 2003


Biosensors from conjugated polyelectrolyte complexes
journal, December 2001


Fluorescein Provides a Resonance Gate for FRET from Conjugated Polymers to DNA Intercalated Dyes
journal, May 2004


Photoluminescence of Water-Soluble Conjugated Polymers:  Origin of Enhanced Quenching by Charge Transfer
journal, July 2000


Efficient Solid-State Photoluminescence in New Poly(2,5-dialkoxy- p -phenyleneethynylene)s
journal, January 1996


Applications of Fluorescent Polymer Superquenching to High Throughput Screening Assays for Protein Kinases
journal, April 2004


Anomalous crystal packing of iptycene secondary diamides leading to novel chain and channel networks
journal, October 2000


Fluorescent Porous Polymer Films as TNT Chemosensors:  Electronic and Structural Effects
journal, November 1998


Porous Shape Persistent Fluorescent Polymer Films:  An Approach to TNT Sensory Materials
journal, June 1998


Formation of Novel Polymeric Nanoparticles
journal, March 2001


Fluorescent Chemosensors Based on Energy Migration in Conjugated Polymers: The Molecular Wire Approach to Increased Sensitivity
journal, December 1995


Method for enhancing the sensitivity of fluorescent chemosensors: energy migration in conjugated polymers
journal, July 1995


Designing optical sensor arrays with enhanced sensitivity for explosives detection
conference, September 1998


Amphiphilic Phenyl−Ethynylene Polymers and Copolymers. Synthesis, Characterization, and Optical Emission Properties
journal, May 2003


Electrochemistry of conducting polypyrrole films containing cobalt porphyrin
journal, January 1990


High-efficiency fluorescent organic light-emitting devices using a phosphorescent sensitizer
journal, February 2000


Electrochemistry of conducting polypyrrole films containing cobalt porphyrin
journal, January 1991


Electrooxidative polymerization of cobalt, nickel and manganese salen complexes in acetonitrile solution
journal, February 1991


Electrochemical polymerization of amino-, pyrrole-, and hydroxy-substituted tetraphenylporphyrins
journal, April 1987


Electrochemical reduction of vicinal dinitro compounds
journal, October 1988


Synthesis and Characterization of Phosphorescent Cyclometalated Platinum Complexes
journal, June 2002


Fluorescence-enhancement sensing of ammonia and hydrazines via disruption of the internal hydrogen bond in a carbazolopyridinophane
journal, September 2005


A conjugated polymer/redox polymer hybrid with electronic communication between metal centres
journal, January 1997


Hydrogen bonding in the lowest singlet n.pi.* excited state of pyrimidine
journal, February 1985


cis-Bis(2-phenylpyridine)platinum(II) (CBPPP): a simple molecular platinum compound
journal, December 1984


Cyclometalated complexes of platinum(II): homoleptic compounds with aromatic C,N ligands
journal, August 1987


Photochemical preparation of luminescent platinum(IV) complexes via oxidative addition on luminescent platinum(II) complexes
journal, September 1986


Synthesis of Functionalized Olefins by Cross and Ring-Closing Metatheses
journal, April 2000


Sol–gel immobilized room-temperature phosphorescent metal-chelate as luminescent oxygen sensing material
journal, March 1998


Using novel fluorescent polymers as sensory materials for above-ground sensing of chemical signature compounds emanating from buried landmines
journal, June 2001


Sensors and sensor arrays based on conjugated polymers and carbon nanotubes
journal, January 2002


New rigid backbone conjugated organic polymers with large fluorescence quantum yields
journal, January 1995


The problem of self-calibration of fluorescence signal in microscale sensor systems
journal, January 2005


Shape-Persistent Nanosize Organometallic Complexes:  Synthesis and Application in a Nanofiltration Membrane Reactor
journal, February 2003


Detection of Bacteria with Carbohydrate-Functionalized Fluorescent Polymers
journal, October 2004


Photodynamic Therapy
journal, June 1998


Synthesis and Energy-Transfer Properties of Hydrogen-Bonded Oligofluorenes
journal, August 2005


Perturbation of Fluorescence by Nonspecific Interactions between Anionic Poly(phenylenevinylene)s and Proteins:  Implications for Biosensors
journal, December 2004


Conductive Polymer Films as Ultrasensitive Chemical Sensors for Hydrazine and Monomethylhydrazine Vapor
journal, January 1996


Synthesis and Mesoscopic Order of a Sugar-Coated Poly( p - phenyleneethynylene)
journal, October 2002


Detection of volatile vapors emitted from explosives with a handheld ion mobility spectrometer
journal, January 2001


Nucleic Acid AptamersFrom Selection in Vitro to Applications in Vivo
journal, September 2000


Cationic polymethacrylates with covalently linked membrane destabilizing peptides as gene delivery vectors
journal, January 2005


Challenges for dielectric materials in future integrated circuit technologies
journal, May 2005


Oxidation of nickel(II) bis(salicylaldimine) complexes: Solvent control of the ultimate redox site
journal, January 1989


Nanoscale internally referenced oxygen sensors produced from self-assembled nanofilms on fluorescent nanoparticles
journal, January 2005


On the fluorescence of pyrrole derivative oligomer
journal, August 2008


Fluorescence studies of a single tyrosine in a type II DNA binding protein
journal, January 1989


High-performance interconnects: an integration overview
journal, May 2001


A mechanistic study of the photochemically initiated oxidative addition of isopropyl iodide to dimethyl(1,10-phenanthroline)platinum(II)
journal, March 1985


Surface-modified electrodes based on nickel(II) and copper(II) bis(salicylaldimine) complexes
journal, May 1989


Design of a Modular-Based Fluorescent Conjugated Polymer for Selective Sensing
journal, October 2004


Nanostructured Polyaniline Sensors
journal, March 2004


Cytoplasmic delivery and nuclear targeting of synthetic macromolecules
journal, February 2003


Cyclometalated Complexes of Palladium(II) and Platinum(II):  cis -Configured Homoleptic and Heteroleptic Compounds with Aromatic C⌒N Ligands
journal, January 1996


Highly Effective Water-Soluble Fluorescence Quenchers of Conjugated Polymer Thin Films in Aqueous Environments
journal, October 2006


Vinylideneruthenium complexes in catalysis
journal, August 2004


Structures, Photoluminescence, and Reversible Vapoluminescence Properties of Neutral Platinum(II) Complexes Containing Extended π-Conjugated Cyclometalated Ligands
journal, June 2006


Imine-Bridged Planar Poly(p-phenylene) Derivatives for Maximization of Extended π-Conjugation. The Common Intermediate Approach
journal, December 1994


Quantification of Amplified Quenching for Conjugated Polymer Microsphere Systems
journal, January 2007


Transferrin-Oligomers as Potential Carriers in Anticancer Drug Delivery
journal, November 2004


Protocol for determining enantioselective binding of chiral analytes on chiral chromatographic surfaces
journal, May 1988


Effect of Chromophore-Charge Distance on the Energy Transfer Properties of Water-Soluble Conjugated Oligomers
journal, June 2003


Molecular Design of Free Volume as a Route to Low-κ Dielectric Materials
journal, November 2003


Polyaniline and polypyrrole: Where are we headed?
journal, January 1997


Low dielectric constant materials for microelectronics
journal, June 2003


Low dielectric constant polymers for microelectronics
journal, February 2001


The acyclic diene metathesis (ADMET) polymerization approach to silicon containing materials
journal, September 2006


Live-Cell-Permeable Poly(p-phenylene ethynylene)
journal, November 2007


Syntheses of Conjugated Polymers Derived from N -Alkyl-2,7-carbazoles
journal, July 2001


Materials aspects of copper interconnection technology for semiconductor applications
journal, July 2001


Immobilization of polydiacetylene onto silica microbeads for colorimetric detection
journal, January 2006


Epitaxygens: mesomorphic properties of triptycene derivatives
journal, January 1993


Orbital Unsymmetrization Affects Facial Selectivities of Diels−Alder Dienophiles
journal, January 1996


Solid-phase spectrophotometric determination of trace amounts of hydrazine at sub-ng ml−1 level
journal, October 1997


Visualization of Membrane Processes in Living Cells by Surface-Attached Chromatic Polymer Patches
journal, February 2005


Bright and Stable Core−Shell Fluorescent Silica Nanoparticles
journal, January 2005


First Hydrogen-Bonding-Induced Self-Assembled Aggregates of a Polyfluorene Derivative
journal, January 2003


Solid phase microextraction ion mobility spectrometer interface for explosive and taggant detection
journal, February 2005


Carbon fibre microelectrodes modified with rhodium for the electrocatalytic determination of hydrazine
journal, July 2001


Polypyrrole-based sensor for hydrazine and ammonia
journal, January 1990


Electroactive,π-Conjugated Polymers based on Transition Metal-Containing Thiophenes
journal, January 1997


Excited-State Lifetime Modulation in Triphenylene-Based Conjugated Polymers
journal, November 2001


Sensitivity gains in chemosensing by lasing action in organic polymers
journal, April 2005


Photochemistry of the orthometalated cis-bis[2-(2-thienyl)pyridine]platinum(II) complex in halocarbon solvents
journal, December 1987


Low-k dielectric materials
journal, January 2004


Synthesis of the Formal Diels-Alder Adducts of N-substituted Dehydromaleimides and Anthracene
journal, February 2000


Dark-Field Oxidative Addition-Based Chemosensing:  New Bis-cyclometalated Pt(II) Complexes and Phosphorescent Detection of Cyanogen Halides
journal, December 2006


Synthesis and Optical Properties of Simple Amine-Containing Conjugated Polymers
journal, April 2005


Polymer sensors for nitroaromatic explosives detection
journal, January 2006


Integration Challenges for Low Dielectric Constant Materials
journal, July 2001


New Thiophene-Linked Conjugated Poly(azomethine)s:  Theoretical Electronic Structure, Synthesis, and Properties
journal, March 2005


New Insights into the Structure and Properties of Electroactive Polymer Films Derived from [Ni(salen)]
journal, October 1997


Catalytic-adsorptive stripping voltammetric measurements of hydrazines
journal, December 1988


Fluorescence decay kinetics of tyrosinate and tyrosine hydrogen-bonded complexes
journal, February 1991


Materials for fluorescence-based optical chemical sensors
journal, January 2005


Layer-by-Layer Poly(phenylene ethynylene) Films on Silica Microspheres for Enhanced Sensory Amplification
journal, November 2005


Synthesis and Application of Poly(phenylene Ethynylene)s for Bioconjugation:  A Conjugated Polymer-Based Fluorogenic Probe for Proteases
journal, March 2005


Preparation and Encapsulation of Highly Fluorescent Conjugated Polymer Nanoparticles
journal, March 2006


Light-Emitting Efficiency Tuning of Rod-Shaped π Conjugated Systems by Donor and Acceptor Groups
journal, July 2005


New efficient blue light emitting polymer for light emitting diodes
journal, January 1999


Fiber optic chemical sensors using a modified conducting polymer cladding
conference, February 2001


Novel Polyphenylenes Containing Phenol-Substituted Oxadiazole Moieties as Fluorescent Chemosensors for Fluoride Ion
journal, March 2005


Conducting Polymetallorotaxanes:  A Supramolecular Approach to Transition Metal Ion Sensors
journal, January 1996


Conductivity In Redox Modified Conducting Polymers. 2. Enhanced Redox Conductivity in Ferrocene-Substituted Polypyrroles and Polythiophenes
journal, December 1995