WO2008020951A2 - Composé et procédé de développement d'empreintes digitales latentes - Google Patents

Composé et procédé de développement d'empreintes digitales latentes Download PDF

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Publication number
WO2008020951A2
WO2008020951A2 PCT/US2007/016314 US2007016314W WO2008020951A2 WO 2008020951 A2 WO2008020951 A2 WO 2008020951A2 US 2007016314 W US2007016314 W US 2007016314W WO 2008020951 A2 WO2008020951 A2 WO 2008020951A2
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WO
WIPO (PCT)
Prior art keywords
hydroxyphenyl
quinazolone
fluorogenic reagent
chloro
derivatives
Prior art date
Application number
PCT/US2007/016314
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English (en)
Other versions
WO2008020951A3 (fr
Inventor
Douglas C. Arndt
Original Assignee
Armor Holdings Forensics, L.L.C.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Armor Holdings Forensics, L.L.C. filed Critical Armor Holdings Forensics, L.L.C.
Publication of WO2008020951A2 publication Critical patent/WO2008020951A2/fr
Publication of WO2008020951A3 publication Critical patent/WO2008020951A3/fr

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/30Nitriles
    • C08F222/32Alpha-cyano-acrylic acid; Esters thereof
    • C08F222/322Alpha-cyano-acrylic acid ethyl ester, e.g. ethyl-2-cyanoacrylate

Definitions

  • the present invention relates to the development of latent fingerprints.
  • the term "chemical developer” as used in the forensic fingerprint art refers to the visualization of the residue components, e.g., oils, salts, amino acids, deposited by the ridge pattern of a person's fingertip, i.e., fingerprint area, onto a porous substrate such as paper. It is to be noted that the term “fingerprint” or “fingerprint area” as used herein includes palm as well as foot prints.
  • a reagent solution i.e., a complexing agent 8-hydroxyquinoline or derivative by mixing it with a metal salt and applying the solution, e.g., by spraying, dipping etc. to a porous substrate wherein the solution is adsorbed and precipates onto the substrate surface allowing the precipate to highlight the latent image.
  • the ' 188 patent discusses another prior art latent print developing method which involves the reduction of a silver salt in solution to elemental silver which precipates and adsorbs onto the surface of the latent print.
  • the disadvantages of this method are also discussed in the ' 188 patent.
  • Iodine and ruthenium tetroxide have also been used in a fuming process as well as vacuum sublimation of relatively high vapor pressure chemicals and dyes.
  • Ninhydrin and DFO solutions have also been used to develop latent prints. However, such solutions require that the materials be mixed and weighed. In addition, such solutions are generally flammable, provide inhalation hazards, often cause inks to run, and they can take several hours to weeks to develop prints.
  • One company markets a refrigerant to which the ninhydrin or DFO can be added to overcome many of the problems, but it is quite expensive.
  • Cyanoacrylate in liquid form consists of monomers of cyanoacrylate molecules (C5H5N02) an acrylic resin which rapidly polymerizes in the presence of water.
  • Fumes of cyanoacrylates have been used to render latent fingerprints more visible.
  • Typical cyanoacrylates used for this purpose are the methyl and ethyl esters of cyanoacrylic acid, although other esters exist.
  • chlorosis which involves the use of chlorine and water and may include the use of alkali hydroxides as a catalyst fumes of cyanoacrylate (hereinafter referred to as "CA") are directed onto substrate surfaces likely to have latent fingerprints thereon. The fumes polymerize to form a milky to white deposit following the fingerprint ridge pattern. Fingerprints developed in this manner are more visible against the background of the substrate surface where they are found and they may become permanently fixed to the surface as an insoluble preservation of the prints.
  • CA alkali hydroxides
  • CA fumes may be generated using a number of thermal methods.
  • Liquid CA which is not yet polymerized and is still in its monomeric state, is readily vaporized using heat sources such as a coffee warmer (electrical hot plate) or by exothermic chemical reactions involving sodium hydroxide, water, and balls of cotton, or involving calcium oxide and water.
  • Unpolymerized CA can also be vaporized using a vacuum chamber without a heat source, although thermal assistance increases the efficiency.
  • Polymerized CA which is solid, is more difficult to vaporize and generally involves the need for a higher temperature.
  • Laboratory hot plates may be necessary to produce the fumes from polymerized CA.
  • portable butane torches having a quantity of CA contained in a replaceable nozzle are popular as means to fume polymerized CA. Enhancement of CA processed prints is presently performed using one or more fluorescent dyes in solution applied to the print subsequent to the CA fuming step.
  • a primary aspect of the present invention is to improve upon the '840 method by simultaneously developing latent fingerprints using a vaporized mixture of CA and a fluorogenic reagent.
  • the present method is not limited to developing prints on planar objects such as paper sheets, but is applicable to the development of prints on 3-dimensional objects such as guns, beer bottles, knives, plastic bags containing drugs often found at crime scenes, or even the crime scenes themselves (rooms, the inside of automobiles, etc.)
  • Another aspect of this invention is to target one or more specific fingerprint residue components, such as oils, salts and/or amino acids, and to simultaneously develop the targeted component(s) using a mixture of CA and a particular fluorogenic compound.
  • a latent fingerprint developing method includes (a) the provision of a fluorogenic reagent such as one of the reagents described in the '840 application which is compatible with CA and can sublimate before reaching its decomposition temperature, (b) mixing CA with the fluorogenic reagent and a suitable solvent to provide a homogenous CA fluorogenic reagent mixture, and (c) exposing the substrate or a portion thereof bearing the latent print to the CA fluorogenic reagent mixture in a gaseous phase, and (d) exposing the resultant print to radiation which may include radiation within and/or beyond the visible spectrum.
  • a fluorogenic reagent such as one of the reagents described in the '840 application which is compatible with CA and can sublimate before reaching its decomposition temperature
  • the CA reagent mixture prior to exposure to the latent print bearing substrate, is in its solid phase with heat being applied to vaporize some of the mixture to thereby expose the latent print to fumes of the CA fluorogenic reagent mixture.
  • I initially provide CA in liquid form, i.e., nonpolymerized form, and mix the liquid with a solvent containing the desired fluorogenic reagent to form a homogenous blend of the two ingredients. Then, I pour the liquid CA fluorogenic reagent mixture into one or more dispensers such as small metal cups, e.g, circular aluminum cups about 1 A" - 2" in diameter and 1/8" - 3/8" high and allow the mixture to solidify.
  • dispensers such as small metal cups, e.g, circular aluminum cups about 1 A" - 2" in diameter and 1/8" - 3/8" high and allow the mixture to solidify.
  • the solvent will provide a "pot life", i.e., time before the mixture reaches a viscous state, which is appropriate for the chosen manufacturing process, e.g., 5-10 or more minutes.
  • the latent fingerprint developer compound may then be used in the above method by heating one of the cups, in the presence of the substrate believed to bear a latent print, by means of a conventional small heat source such as a hot plate, butane torch, etc.
  • the CA will form a white colored print which the fluorescent reagent will cause to fluoresce.
  • the temperature required to sublimate the CA fluorogenic reagent mixture will depend upon the surrounding vapor pressure.
  • the use of a vacuum chamber will lower the required fuming temperature.
  • the required temperature to cause the CA fluorogenic reagent to sublimate is well within the knowledge of those skilled in the art. Description of the Preferred Embodiments
  • fluorogenic reagents may be sublimated using heat to react with targeted groups of chemicals within latent fingerprint residues. These groups include sebaceous oils, amino acids, and salts. Some of the reagents or compounds disclosed in the '840 application will develop more than one group of residue chemicals, especially those which are polyfunctional reagents.
  • fluorescent reagents suitable for the present invention along with the targeted constituent components of a latent fingerprint, i.e., oils, amino acids, etc.:
  • 2-(2-hydroxyphenyl)benzoxazole and other low molecular weight benzoxazoles - nonspecific Coumarin 152-non-specific the following reagents listed in the '840 application will be effective to a varying degree: acridine and its derivatives, rhodamine dyes, 2-(2-hydroxyphenyl)-benzoxazole, 2-(2- hydroxyphenyl)benzothiazole, coumarin compounds such as 4-hydroxycoumarin and coumarins 1, 2,4,6,7,30,102,120,138,151,152,153,307,314,334,337,338, and 343, benzotriazole, 2-chloro-mercaptobenzoxazole, 2-phenylbenzothiazole, 2-phenylbenzaxazole, 8-hydroxyquinoline, 8-hydroxyquinaldine, anthracene and its derivatives, naphthalene and its derivatives, 4-(dimethylamino)cinnamaldehyde,
  • Nile Red a polycyclic aromatic compounds containing at least three fused rings that include without limitation anthracene, benzanthracene, pentacene, substituted pentacene, naphthacene, phenacene, substituted phenacene, and derivatives thereof.
  • the preferred reagent is 2-2(hydroxyphenl)benzothiazole. It is relatively inexpensive. It is highly fluorescent in long wave, ultraviolet light, without a viewing filter. It is soluble in CA. It is best to first dissolve the fluorescent reagent in a solvent that is compatible with CA in terms of solubility, miscibility, and reactivity.
  • a partial list of co-solvents includes ethyl lactate, ethyl acetate, acetone, gamma-butyrolactone, epsilon- caprolactone, 2-phenoxyethanol, carbitols, cellosolves, dichlorobenzene, ethyl benzene, methylene chloride, toluene, o-zylenes, and m-pyrrol.
  • Co-solvents make it easy to obtain an homogenous blend.
  • solvents will evaporate from the mixture while others will remain as part of the polymerized matrix.
  • fluorophor(s), and CA may be poured into dispensers suitable for thermal vaporization. Appropriate ratios of materials are determined by the mixtures ability to:
  • EXAMPLE 1 Equal parts by weight of ethyl cyanoacrylate and a 2% solution of 2-(2- hydroxyphenyl)benzothiazole in ethyl lactate.
  • EXAMPLE 2 Equal parts by weight ethyl cyanoacrylate and a saturated solution of Spectrafluor CO Yellow 6 (a roumarin dye-stuff distributed by Spectra Colors Corp.) in ethyl lactate. This mixture performs especially well to process latent prints found on polyethylene bags.
  • Spectrafluor CO Yellow 6 a roumarin dye-stuff distributed by Spectra Colors Corp.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Measurement Of The Respiration, Hearing Ability, Form, And Blood Characteristics Of Living Organisms (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

L'invention concerne un composé de développement d'empreintes digitales latentes, qui est formé par mélange d'un cyanoacrylate, d'un solvant et d'un réactif fluorogène pour fournir un mélange homogène. Le mélange est ensuite solidifié, le mélange ayant la caractéristique d'être capable de se sublimer à une température donnée et, dans son état sublimé, de réagir avec un ou plusieurs des composants constitutifs du résidu d'une empreinte digitale latente pour former une image fluorescente discernable de l'impression. Une empreinte digitale latente peut être développée par exposition d'un substrat contenant l'empreinte latente à des fumées sublimées du mélange.
PCT/US2007/016314 2006-07-20 2007-07-19 Composé et procédé de développement d'empreintes digitales latentes WO2008020951A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US83220306P 2006-07-20 2006-07-20
US60/832,203 2006-07-20

Publications (2)

Publication Number Publication Date
WO2008020951A2 true WO2008020951A2 (fr) 2008-02-21
WO2008020951A3 WO2008020951A3 (fr) 2008-05-02

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WO (1) WO2008020951A2 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100933498B1 (ko) * 2008-12-12 2009-12-23 신상규 큐나졸리논계 형광물질의 분리정제방법
WO2012120234A1 (fr) * 2011-03-07 2012-09-13 Crime Scene Technology Trousse de revelation comprenant un agent fluorescent et un cyanoacrylate, procede de co-fumigation d'un agent fluorescent et d'un cyanoacrylate
FR3086298A1 (fr) 2018-09-24 2020-03-27 Crime Science Technology Revelation de traces latentes
CN113336778A (zh) * 2021-05-11 2021-09-03 复旦大学 基底上潜指纹荧光可视化识别探针及方法
CN115160253A (zh) * 2022-07-28 2022-10-11 上海师范大学 一种基于nbd荧光团的潜指纹检测用荧光染料探针及其制备方法和应用

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5342645A (en) * 1993-09-15 1994-08-30 Minnesota Mining And Manufacturing Company Metal complex/cyanoacrylate compositions useful in latent fingerprint development
US6841188B1 (en) * 2004-02-11 2005-01-11 Armor Holdings Forensics, Inc. Method of developing latent fingerprints
US20050175908A1 (en) * 2004-01-29 2005-08-11 Fuji Photo Film Co., Ltd. Azo dye, colored curable composition, color filter and producing method therefor

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5342645A (en) * 1993-09-15 1994-08-30 Minnesota Mining And Manufacturing Company Metal complex/cyanoacrylate compositions useful in latent fingerprint development
US20050175908A1 (en) * 2004-01-29 2005-08-11 Fuji Photo Film Co., Ltd. Azo dye, colored curable composition, color filter and producing method therefor
US6841188B1 (en) * 2004-02-11 2005-01-11 Armor Holdings Forensics, Inc. Method of developing latent fingerprints

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100933498B1 (ko) * 2008-12-12 2009-12-23 신상규 큐나졸리논계 형광물질의 분리정제방법
WO2012120234A1 (fr) * 2011-03-07 2012-09-13 Crime Scene Technology Trousse de revelation comprenant un agent fluorescent et un cyanoacrylate, procede de co-fumigation d'un agent fluorescent et d'un cyanoacrylate
US9791369B2 (en) 2011-03-07 2017-10-17 Crime Science Technology Visualization kit comprising a fluorescent agent and a cyanoacrylate, and method of cofumigation of a fluorescent agent and a cyanoacrylate
FR3086298A1 (fr) 2018-09-24 2020-03-27 Crime Science Technology Revelation de traces latentes
WO2020065194A1 (fr) 2018-09-24 2020-04-02 Crime Science Technology Révélation de traces latentes
CN113336778A (zh) * 2021-05-11 2021-09-03 复旦大学 基底上潜指纹荧光可视化识别探针及方法
CN113336778B (zh) * 2021-05-11 2022-12-20 复旦大学 基底上潜指纹荧光可视化识别探针及方法
CN115160253A (zh) * 2022-07-28 2022-10-11 上海师范大学 一种基于nbd荧光团的潜指纹检测用荧光染料探针及其制备方法和应用
CN115160253B (zh) * 2022-07-28 2024-04-26 上海师范大学 一种基于nbd荧光团的潜指纹检测用荧光染料探针及其制备方法和应用

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