WO2001004624A1 - Capteur de dioxyde de carbone - Google Patents

Capteur de dioxyde de carbone Download PDF

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Publication number
WO2001004624A1
WO2001004624A1 PCT/GB2000/002431 GB0002431W WO0104624A1 WO 2001004624 A1 WO2001004624 A1 WO 2001004624A1 GB 0002431 W GB0002431 W GB 0002431W WO 0104624 A1 WO0104624 A1 WO 0104624A1
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WO
WIPO (PCT)
Prior art keywords
colorimetric device
silicone
colorimetric
polymer
polymers
Prior art date
Application number
PCT/GB2000/002431
Other languages
English (en)
Inventor
Jafar Albadran
Neil Hamilton Mcmurray
Original Assignee
Sensormetrix International Limited
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 Sensormetrix International Limited filed Critical Sensormetrix International Limited
Priority to AU56921/00A priority Critical patent/AU5692100A/en
Publication of WO2001004624A1 publication Critical patent/WO2001004624A1/fr

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Classifications

    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N31/00—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods
    • G01N31/22—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators
    • G01N31/221—Investigating or analysing non-biological materials by the use of the chemical methods specified in the subgroup; Apparatus specially adapted for such methods using chemical indicators for investigating pH value

Definitions

  • the present invention is concerned with devices which provide a detectable indication that a volume of gas has an increased proportion of carbon dioxide compared to that present in normal ambient air.
  • US Patent No. 4,728,499 discloses a reversible carbon dioxide indicator which comprises a system consisting of a pH sensitive indicator dye, a basic substance and a viscous hygroscopic liquid.
  • This indicator is capable of rapidly absorbing and desorbing carbon dioxide, so that the indicator can be used in hospitals to monitor the carbon dioxide content during inhalation.
  • this system is disadvantageous because it is strongly hygroscopic and hence the indicator will absorb water vapour from the gas under investigation, which will ultimately result in the system no longer responding to carbon dioxide.
  • This carbon dioxide sensor system also has the disadvantage that the indicator needs to be stored in a hermetically closed, absolutely dry environment free from carbon dioxide prior to use. European Patent No.
  • 0 509 998 discloses a reversible colorimetric device, which is based on pH-sensitive indicator dye, water-insoluble organic quaternary hydroxide as a basic substance and additional substances in order to facilitate the abso ⁇ tion/deso ⁇ tion of carbon dioxide.
  • US Patent No. 5,005,572 discloses a CO 2 detector comprising a pH sensitive dye, a solid phase support and a phase transport enhancer. These systems are known to function reversibly for several days and are capable of satisfactory indication both in humid and dry environments. However, the major disadvantage is the strong base decomposes with time so that the indicator slowly becomes permanently acid, and thus exhibiting the acid colour all the time as if it were exposed permanently to high levels of carbon dioxide.
  • At least one basic substance selected from quaternary ammonium salts, phosphonium salts and sulphonium salts; and
  • a water-insoluble organic substance of low volatility which is not susceptible to alkaline hydrolysis and is liquid at room temperature or moderately elevated temperatures (such as below 100°C).
  • Such a device is reversible and does not need to be stored in a hermetically sealed, moisture-free environment.
  • the organic substances disclosed as component (c) in WO96/24504 are poor film-formers (that is, they have low cohesive and adhesive strength). They are also polar and are therefore hygroscopic and frequently water-soluble, which would be disadvantageous in a device for monitoring carbon dioxide in breath; furthermore they have disadvantageously low permeability to carbon dioxide. It is an object of the invention to alleviate the above mentioned disadvantages.
  • a colorimetric device which includes a silicone oligomer or polymer.
  • a colorimetric device which includes an organic solvent soluble, substantially non-curable, hydrophobic silicone oligomer or polymer.
  • a colorimetric device comprising at least one pH sensitive dye and an organic solvent soluble, substantially non-curable, hydrophobic silicone oligomer or polymer.
  • Silicone oligomers or polymers have the advantage that they are highly permeable to carbon dioxide.
  • a typical silicone polymer for use according to the invention has a permeability (that is, the gas transmission rate of a film of the polymer of thickness 0.001 inch, expressed as cubic centimetres of gas transmitted though 1 mil of film per 24 hours pr square inch of film with one atmosphere differential across the film) which is typically of about 100,000 for oxygen and about 500,000 for carbon dioxide. This compares with figures of respectively about 1 ,000 and 5,000 for PTFE; 500 and 2,000 for low density polyethylene; 100 and 500 for cellulose acetate; and 1 and 1 for polyvinylidene chloride.
  • the silicone oligomer or polymer has an oxygen permeability of up to 150,000 cm 3 per 24 hrs, for example, 50,000 to 150,000 cm 3 per 24 hrs, such as, 150,000 cm 3 per 24 hrs.
  • the silicone oligomer or polymer has a carbon dioxide permeability of up to 750,000 cm 3 per 24 hrs, for example, 250,000 to 750,000 cm 3 per 24 hrs, such as, 500,000 cm 3 per 24 hrs.
  • the silicone oligomers and polymers used in the device according to the invention are, furthermore, easy to handle and to apply to a suitable substrate using an organic solvent such as a hydrocarbon type solvent (such as hexane), a chlorinated solvent (for example, chloroform or dichloromethane), an ether solvent (such as tetrahydrofuran), or a low molecular weight oligomeric silicone (such as a cyclic dimethyl silicone).
  • a hydrocarbon type solvent such as hexane
  • a chlorinated solvent for example, chloroform or dichloromethane
  • an ether solvent such as tetrahydrofuran
  • a low molecular weight oligomeric silicone such as a cyclic dimethyl silicone
  • the device has good storage stability and can be stored indefinitely in the solvent.
  • the silicone oligomers or polymers are also readily compatible with the pH sensitive dye and the basic substance, and can be applied in the form of a film on a preformed substrate (such as a plastics, paper or glass substrate).
  • a preformed substrate such as a plastics, paper or glass substrate.
  • the silicone may be applied as an impregnation throughout a porous carrier medium, for example, of glass fibre, paper, plastics, textile fabric or the like. It is particularly preferred to use such materials which have been provided with a hydrophobic surface treatment, for example, by silanisation.
  • the silicone oligomers or polymers are preferably substantially linear and substantially free of hydrophilic groups; preferred substituents for the silicone chain are methyl groups (although other low molecular weight hydrophobic groups may be employed, such as ethyl or trifiuoromethyl groups).
  • the silicone oligomer or polymer is a linear polydimethylsiloxane.
  • the silicone preferably has a molecular weight in the range of 200 to 200000, and is preferably optically transparent. When higher molecular weight silicone polymers are used they are very good binders and have a low glass transition temperature such that they maintain their physical properties over a wide range of temperatures. They are furthermore non-toxic and non- volatile, and hydrolytically stable.
  • the silicone oligomer or polymer is furthermore compatible with the indicator ingredients (the dye and the basic substrate), and can be free of migratable low molecular weight materials such as plasticisers or the like.
  • the substrate should be such that it is free of mobile components capable of migrating into the medium containing the dye and basic substance; equally it should resist migration of components from the dye and/or basic substance. If the film is used in a non-transmissive mode then the substrate may be reflective with a high albedo.
  • the pH-sensitive dye is preferably one which undergo a well defined colour change upon exposure to carbon dioxide (for example, it may undergo a blue to yellow colour change).
  • Such dyes may be anionic or cationic, although anionic dyes are preferred.
  • suitable indicator anions are azo dyes (including alpha naphthol orange), nitrophenol dyes (including m-nitrophenol and p-nitrophenol), phthalein dyes (including alphanaphtholphthalein and o-cresolphthalein), sulphonephthalein dyes (including m-creson pu ⁇ le, cresol red, thymol blue and alphanapntholsulphonephthalein), triphenylmethane dyes (including rosolic acid) and indophenol dyes (including indophenol and l-naphthol-2-sulphonic acid indophenol).
  • the colorimetric device preferably includes, as phase transport enhancer.
  • the phase transport enhancer may comprise a basic substance and may be any such phase transport enhancers conventionally used in the art.
  • phase transport enhancers described in the prior art of WO 96/24054 may be used. Therefore, preferred phase transport enhancers are ammonium salts, quaternary ammonium salts, phosphonium salts and sulphonium salts.
  • the phase transport enhancers may have the general formula (I): R 1
  • X is N - R 4 , P - R 4 , or S;
  • R 1 to R are each Cl to 18 alkyl or aralkyl, or two of R 1 to R 3 together complete an optionally substituted heterocyclic group containing up to 20 carbon atoms;
  • R 4 is C 13 to 17 alkyl;
  • Y is an anion selected from halide, e.g. fluoride, chloride, bromide, iodide; carbonate and fluoroborate, e.g. tetra fluoroborate.
  • halide e.g. fluoride, chloride, bromide, iodide
  • fluoroborate e.g. tetra fluoroborate.
  • phase transport enhancers are generally applied to a support, in solution, together with the pH sensitive dye and the silicon oligomer or polymer.
  • the phase transport enhancers enhance phase transport within the device, and thereby enhance response of the colour and visibility of the indicator dye.
  • phase transport enhancers may be, for example, symmetrical C13 to 17 tetra- alkyl ammonium or asymmetric C18 ammonium salts (such as tripentyl-octadecyl ammonium) or a benzalkonium salt.
  • Such salts are advantageous over known transport enhancers as they are less prone to migration, or extraction, presumably because of their relatively high molecular weight.
  • a conventional (lower molecular weight) phase transport enhancer such as one of the compounds as one of the compounds described in US Patent No. 5,005,572 may be used.
  • Example 1 illustrates the preparation of an exemplary carbon dioxide sensor according to the invention.

Abstract

La présente invention concerne un dispositif colorimétrique contenant un oligomère ou un polymère silicone hydrophobe soluble dans un solvant organique et sensiblement non durcissable. L'invention se rapporte en particulier à un dispositif colorimétrique composé d'un détecteur de CO2 et comprenant au moins un colorant sensible au pH, au moins un activateur de transport de phase et un oligomère ou un polymère silicone hydrophobe choisi.
PCT/GB2000/002431 1999-07-10 2000-07-06 Capteur de dioxyde de carbone WO2001004624A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU56921/00A AU5692100A (en) 1999-07-10 2000-07-06 Carbon dioxide sensor

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GBGB9916236.4A GB9916236D0 (en) 1999-07-10 1999-07-10 Carbon dioxide sensor
GB9916236.4 1999-07-10

Publications (1)

Publication Number Publication Date
WO2001004624A1 true WO2001004624A1 (fr) 2001-01-18

Family

ID=10857043

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/GB2000/002431 WO2001004624A1 (fr) 1999-07-10 2000-07-06 Capteur de dioxyde de carbone

Country Status (3)

Country Link
AU (1) AU5692100A (fr)
GB (1) GB9916236D0 (fr)
WO (1) WO2001004624A1 (fr)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010146296A1 (fr) 2009-06-18 2010-12-23 Sartorius Stedim Biotech S.A. Poche a temoin de perte d'integrite incorpore, procede de realisation d'une telle poche et procede d'utilisation
US7992561B2 (en) 2006-09-25 2011-08-09 Nellcor Puritan Bennett Llc Carbon dioxide-sensing airway products and technique for using the same
WO2012042139A2 (fr) 2010-09-30 2012-04-05 Sartorius Stedim Biotech S.A. Détection de l'intégrité d'une poche souple, fermée, étanche, en matière plastique, destinée à recevoir et protéger un produit ou un dispositif biopharmaceutique
US8396524B2 (en) 2006-09-27 2013-03-12 Covidien Lp Medical sensor and technique for using the same
US8420405B2 (en) 2006-09-25 2013-04-16 Covidien Lp Carbon dioxide detector having borosilicate substrate
US8431087B2 (en) 2006-09-25 2013-04-30 Covidien Lp Carbon dioxide detector having borosilicate substrate
US8431088B2 (en) 2006-09-25 2013-04-30 Covidien Lp Carbon dioxide detector having borosilicate substrate
US8449834B2 (en) 2006-09-25 2013-05-28 Covidien Lp Carbon dioxide detector having borosilicate substrate
WO2017144256A1 (fr) 2016-02-23 2017-08-31 Koninklijke Philips N.V. Procédé de détection in situ d'altération de lait maternel
US10175254B2 (en) 2013-07-16 2019-01-08 Palo Alto Health Sciences, Inc. Methods and systems for quantitative colorimetric capnometry
WO2019038679A1 (fr) * 2017-08-21 2019-02-28 Tokyo Electron Limited Capteur optique pour détermination de phase

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5480611A (en) * 1992-01-09 1996-01-02 Mills; Andrew Carbon dioxide detector
WO1996024054A1 (fr) * 1995-02-03 1996-08-08 Icor Ab Dispositif colorimetrique servant a indiquer la concentration de dioxyde de carbone
US5714121A (en) * 1995-09-28 1998-02-03 Optical Sensors Incorporated Optical carbon dioxide sensor, and associated methods of manufacture
US5882936A (en) * 1993-11-30 1999-03-16 Minnesota Mining And Manufacturing Company Method of making a sensor with improved drift stability

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5480611A (en) * 1992-01-09 1996-01-02 Mills; Andrew Carbon dioxide detector
US5882936A (en) * 1993-11-30 1999-03-16 Minnesota Mining And Manufacturing Company Method of making a sensor with improved drift stability
WO1996024054A1 (fr) * 1995-02-03 1996-08-08 Icor Ab Dispositif colorimetrique servant a indiquer la concentration de dioxyde de carbone
US5714121A (en) * 1995-09-28 1998-02-03 Optical Sensors Incorporated Optical carbon dioxide sensor, and associated methods of manufacture

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8431087B2 (en) 2006-09-25 2013-04-30 Covidien Lp Carbon dioxide detector having borosilicate substrate
US8454526B2 (en) 2006-09-25 2013-06-04 Covidien Lp Carbon dioxide-sensing airway products and technique for using the same
US7992561B2 (en) 2006-09-25 2011-08-09 Nellcor Puritan Bennett Llc Carbon dioxide-sensing airway products and technique for using the same
US8109272B2 (en) 2006-09-25 2012-02-07 Nellcor Puritan Bennett Llc Carbon dioxide-sensing airway products and technique for using the same
US8128574B2 (en) 2006-09-25 2012-03-06 Nellcor Puritan Bennett Llc Carbon dioxide-sensing airway products and technique for using the same
US8449834B2 (en) 2006-09-25 2013-05-28 Covidien Lp Carbon dioxide detector having borosilicate substrate
US8431088B2 (en) 2006-09-25 2013-04-30 Covidien Lp Carbon dioxide detector having borosilicate substrate
US8420405B2 (en) 2006-09-25 2013-04-16 Covidien Lp Carbon dioxide detector having borosilicate substrate
US8396524B2 (en) 2006-09-27 2013-03-12 Covidien Lp Medical sensor and technique for using the same
US9139348B2 (en) 2009-06-18 2015-09-22 Sartorius Stedim Fmt Sas Pouch with incorporated loss of integrity indicator, method for making such a bag, and method for using same
US10112764B2 (en) 2009-06-18 2018-10-30 Sartorius Stedim Fmt Sas Pouch with incorporated loss of integrity indicator, method for making such a bag, and method for using same
FR2946868A1 (fr) * 2009-06-18 2010-12-24 Sartorius Stedim Biotech Sa Detection d'une perte d'integrite d'une poche souple, en matiere plastique non poreuse, fermee.
WO2010146296A1 (fr) 2009-06-18 2010-12-23 Sartorius Stedim Biotech S.A. Poche a temoin de perte d'integrite incorpore, procede de realisation d'une telle poche et procede d'utilisation
CN102482021A (zh) * 2009-06-18 2012-05-30 赛多利斯生物技术公司 封闭无孔塑料制成的柔软袋子的完整性丧失的检测
WO2012042139A2 (fr) 2010-09-30 2012-04-05 Sartorius Stedim Biotech S.A. Détection de l'intégrité d'une poche souple, fermée, étanche, en matière plastique, destinée à recevoir et protéger un produit ou un dispositif biopharmaceutique
EP2662307A1 (fr) 2010-09-30 2013-11-13 Sartorius Stedim Biotech S.A. Détection de l'intégrité d'une poche souple, fermée, étanche, en matière plastique, destinée à recevoir et protéger un produit ou un dispositif biopharmaceutique.
US9005978B2 (en) 2010-09-30 2015-04-14 Sartorius Stedim Fmt Sas Detection of the integrity of a tight, closed, soft plastic pouch for receiving and protecting a product or a biopharmaceutical device
US10175254B2 (en) 2013-07-16 2019-01-08 Palo Alto Health Sciences, Inc. Methods and systems for quantitative colorimetric capnometry
US11538569B2 (en) 2013-07-16 2022-12-27 Freespira. Inc. Methods and systems for quantitative colorimetric capnometry
CN108699585A (zh) * 2016-02-23 2018-10-23 皇家飞利浦有限公司 用于对母乳腐坏进行原地检测的方法
WO2017144256A1 (fr) 2016-02-23 2017-08-31 Koninklijke Philips N.V. Procédé de détection in situ d'altération de lait maternel
WO2019038679A1 (fr) * 2017-08-21 2019-02-28 Tokyo Electron Limited Capteur optique pour détermination de phase
US10837902B2 (en) 2017-08-21 2020-11-17 Tokyo Electron Limited Optical sensor for phase determination

Also Published As

Publication number Publication date
GB9916236D0 (en) 1999-09-15
AU5692100A (en) 2001-01-30

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