CA2612635C - Photoformed silicone sensor membrane - Google Patents
Photoformed silicone sensor membrane Download PDFInfo
- Publication number
- CA2612635C CA2612635C CA2612635A CA2612635A CA2612635C CA 2612635 C CA2612635 C CA 2612635C CA 2612635 A CA2612635 A CA 2612635A CA 2612635 A CA2612635 A CA 2612635A CA 2612635 C CA2612635 C CA 2612635C
- Authority
- CA
- Canada
- Prior art keywords
- membrane
- sensing device
- photoformed
- matrix
- polymer
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired - Fee Related
Links
- 239000012528 membrane Substances 0.000 title claims abstract description 144
- 229920001296 polysiloxane Polymers 0.000 title description 20
- 229920000642 polymer Polymers 0.000 claims abstract description 93
- 239000011159 matrix material Substances 0.000 claims abstract description 83
- 150000002500 ions Chemical class 0.000 claims abstract description 51
- 125000005375 organosiloxane group Chemical group 0.000 claims abstract description 47
- 238000004519 manufacturing process Methods 0.000 claims description 30
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 20
- 239000008103 glucose Substances 0.000 claims description 20
- -1 silver halide Chemical class 0.000 claims description 20
- 230000005855 radiation Effects 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 11
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 10
- DDRJAANPRJIHGJ-UHFFFAOYSA-N creatinine Chemical compound CN1CC(=O)NC1=N DDRJAANPRJIHGJ-UHFFFAOYSA-N 0.000 claims description 10
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 10
- 108010010803 Gelatin Proteins 0.000 claims description 9
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims description 9
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- 235000011852 gelatine desserts Nutrition 0.000 claims description 9
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 9
- GTKRFUAGOKINCA-UHFFFAOYSA-M chlorosilver;silver Chemical compound [Ag].[Ag]Cl GTKRFUAGOKINCA-UHFFFAOYSA-M 0.000 claims description 8
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- 102000003846 Carbonic anhydrases Human genes 0.000 claims description 7
- 230000009471 action Effects 0.000 claims description 7
- BDJXVNRFAQSMAA-UHFFFAOYSA-N quinhydrone Chemical compound OC1=CC=C(O)C=C1.O=C1C=CC(=O)C=C1 BDJXVNRFAQSMAA-UHFFFAOYSA-N 0.000 claims description 7
- 229940052881 quinhydrone Drugs 0.000 claims description 7
- 229910052709 silver Inorganic materials 0.000 claims description 7
- 239000004332 silver Substances 0.000 claims description 7
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 6
- BPYKTIZUTYGOLE-IFADSCNNSA-N Bilirubin Chemical compound N1C(=O)C(C)=C(C=C)\C1=C\C1=C(C)C(CCC(O)=O)=C(CC2=C(C(C)=C(\C=C/3C(=C(C=C)C(=O)N\3)C)N2)CCC(O)=O)N1 BPYKTIZUTYGOLE-IFADSCNNSA-N 0.000 claims description 6
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 6
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- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 5
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- 229940109239 creatinine Drugs 0.000 claims description 5
- 230000003287 optical effect Effects 0.000 claims description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
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- 235000019420 glucose oxidase Nutrition 0.000 claims description 4
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052737 gold Inorganic materials 0.000 claims description 4
- 239000010931 gold Substances 0.000 claims description 4
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- 108010015428 Bilirubin oxidase Proteins 0.000 claims description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 3
- 108010077078 Creatinase Proteins 0.000 claims description 3
- 108010066906 Creatininase Proteins 0.000 claims description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
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- 108010060059 Sarcosine Oxidase Proteins 0.000 claims description 3
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- LEHOTFFKMJEONL-UHFFFAOYSA-N Uric Acid Chemical compound N1C(=O)NC(=O)C2=C1NC(=O)N2 LEHOTFFKMJEONL-UHFFFAOYSA-N 0.000 claims description 3
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- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical compound [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 claims description 3
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- 238000004082 amperometric method Methods 0.000 claims description 2
- YAGKRVSRTSUGEY-UHFFFAOYSA-N ferricyanide Chemical compound [Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] YAGKRVSRTSUGEY-UHFFFAOYSA-N 0.000 claims description 2
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- 238000004313 potentiometry Methods 0.000 claims description 2
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 claims description 2
- 229910052738 indium Inorganic materials 0.000 claims 1
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 description 49
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- 235000012431 wafers Nutrition 0.000 description 22
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- 239000011347 resin Substances 0.000 description 15
- 239000007789 gas Substances 0.000 description 13
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 9
- 238000000059 patterning Methods 0.000 description 9
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- 229910052710 silicon Inorganic materials 0.000 description 8
- 239000010703 silicon Substances 0.000 description 8
- 239000012491 analyte Substances 0.000 description 6
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
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- 210000004369 blood Anatomy 0.000 description 5
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
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- GUCYFKSBFREPBC-UHFFFAOYSA-N [phenyl-(2,4,6-trimethylbenzoyl)phosphoryl]-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=CC(C)=C1C(=O)P(=O)(C=1C=CC=CC=1)C(=O)C1=C(C)C=C(C)C=C1C GUCYFKSBFREPBC-UHFFFAOYSA-N 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
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- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- LHENQXAPVKABON-UHFFFAOYSA-N 1-methoxypropan-1-ol Chemical compound CCC(O)OC LHENQXAPVKABON-UHFFFAOYSA-N 0.000 description 1
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- 108010088751 Albumins Proteins 0.000 description 1
- 102000009027 Albumins Human genes 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
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- HNLITPNLXYBFGZ-UHFFFAOYSA-N CC1=CC=C(O)C(O[SiH2]C=2C(=CC=CC=2)O)=C1C Chemical compound CC1=CC=C(O)C(O[SiH2]C=2C(=CC=CC=2)O)=C1C HNLITPNLXYBFGZ-UHFFFAOYSA-N 0.000 description 1
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- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 1
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- 230000000903 blocking effect Effects 0.000 description 1
- 238000004159 blood analysis Methods 0.000 description 1
- 238000009534 blood test Methods 0.000 description 1
- 229940098773 bovine serum albumin Drugs 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
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- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
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- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
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- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
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- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
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- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
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- MAKDTFFYCIMFQP-UHFFFAOYSA-N titanium tungsten Chemical compound [Ti].[W] MAKDTFFYCIMFQP-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/001—Enzyme electrodes
- C12Q1/002—Electrode membranes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Zoology (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Biochemistry (AREA)
- Microbiology (AREA)
- Molecular Biology (AREA)
- Analytical Chemistry (AREA)
- Biotechnology (AREA)
- Physics & Mathematics (AREA)
- Biophysics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Measurement Of The Respiration, Hearing Ability, Form, And Blood Characteristics Of Living Organisms (AREA)
- Investigating Or Analysing Materials By Optical Means (AREA)
- Photometry And Measurement Of Optical Pulse Characteristics (AREA)
- Investigating Or Analyzing Materials By The Use Of Fluid Adsorption Or Reactions (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69892705P | 2005-07-14 | 2005-07-14 | |
| US60/698,927 | 2005-07-14 | ||
| PCT/US2006/026939 WO2007011587A2 (en) | 2005-07-14 | 2006-07-12 | Photoformed silicone sensor membrane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2612635A1 CA2612635A1 (en) | 2007-01-25 |
| CA2612635C true CA2612635C (en) | 2013-03-12 |
Family
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2612635A Expired - Fee Related CA2612635C (en) | 2005-07-14 | 2006-07-12 | Photoformed silicone sensor membrane |
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| US (2) | US7918978B2 (OSRAM) |
| EP (1) | EP1901646B1 (OSRAM) |
| JP (2) | JP2009501064A (OSRAM) |
| CA (1) | CA2612635C (OSRAM) |
| WO (1) | WO2007011587A2 (OSRAM) |
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| US6896778B2 (en) * | 2001-06-04 | 2005-05-24 | Epocal Inc. | Electrode module |
| US7214300B2 (en) | 2001-06-04 | 2007-05-08 | Epocal Inc. | Integrated electrokinetic devices and methods of manufacture |
| US10022078B2 (en) | 2004-07-13 | 2018-07-17 | Dexcom, Inc. | Analyte sensor |
| US7767068B2 (en) | 2002-12-02 | 2010-08-03 | Epocal Inc. | Heterogeneous membrane electrodes |
| US7842234B2 (en) * | 2002-12-02 | 2010-11-30 | Epocal Inc. | Diagnostic devices incorporating fluidics and methods of manufacture |
| US7920906B2 (en) | 2005-03-10 | 2011-04-05 | Dexcom, Inc. | System and methods for processing analyte sensor data for sensor calibration |
| US7722817B2 (en) * | 2003-08-28 | 2010-05-25 | Epocal Inc. | Lateral flow diagnostic devices with instrument controlled fluidics |
| US9247900B2 (en) | 2004-07-13 | 2016-02-02 | Dexcom, Inc. | Analyte sensor |
| US9414777B2 (en) | 2004-07-13 | 2016-08-16 | Dexcom, Inc. | Transcutaneous analyte sensor |
| US7918978B2 (en) | 2005-07-14 | 2011-04-05 | I-Stat Corporation | Photoformed silicone sensor membrane |
| US8551322B2 (en) * | 2006-08-24 | 2013-10-08 | University Of North Carolina At Chapel Hill | Nitric oxide microsensors via fluorosilane-based xerogel membranes |
| US20100326273A1 (en) * | 2006-09-29 | 2010-12-30 | Uop Llc | Plasticization resistant membranes |
| US8026040B2 (en) * | 2007-02-20 | 2011-09-27 | Az Electronic Materials Usa Corp. | Silicone coating composition |
| US7736837B2 (en) * | 2007-02-20 | 2010-06-15 | Az Electronic Materials Usa Corp. | Antireflective coating composition based on silicon polymer |
| CN101622297A (zh) * | 2007-02-26 | 2010-01-06 | Az电子材料美国公司 | 制备硅氧烷聚合物的方法 |
| KR101523393B1 (ko) | 2007-02-27 | 2015-05-27 | 이엠디 퍼포먼스 머티리얼스 코프. | 규소를 주성분으로 하는 반사 방지 코팅 조성물 |
| US8241697B2 (en) | 2007-12-20 | 2012-08-14 | Abbott Point Of Care Inc. | Formation of immobilized biological layers for sensing |
| US8268604B2 (en) * | 2007-12-20 | 2012-09-18 | Abbott Point Of Care Inc. | Compositions for forming immobilized biological layers for sensing |
| KR100989421B1 (ko) * | 2009-01-06 | 2010-10-26 | 삼성에스디아이 주식회사 | 플라즈마 디스플레이 장치 |
| US20110024043A1 (en) | 2009-07-02 | 2011-02-03 | Dexcom, Inc. | Continuous analyte sensors and methods of making same |
| US9351677B2 (en) | 2009-07-02 | 2016-05-31 | Dexcom, Inc. | Analyte sensor with increased reference capacity |
| EP2566948B1 (en) * | 2010-05-05 | 2017-11-22 | Neogen Corporation | Microbial growth detector |
| DE102016123586A1 (de) | 2016-12-06 | 2018-06-07 | Endress+Hauser Conducta Gmbh+Co. Kg | Sensormembran für einen optischen und/oder amperometrischen und/ oder potentiometrischen Sensor und amperometrischer oder optischer oder potentiometrischer Sensor |
| DE102017128564A1 (de) | 2017-12-01 | 2019-06-06 | Endress+Hauser Conducta Gmbh+Co. Kg | Sensormembran, Sensorkappe, optischer Sensor und Verfahren zur Herstellung einer Sensormembran |
| US11408848B2 (en) | 2019-11-26 | 2022-08-09 | Nova Biomedical Corporation | Single-use disposable oxygen sensor |
| US11747283B2 (en) | 2020-03-22 | 2023-09-05 | Strike Photonics, Inc. | Docking station with waveguide enhanced analyte detection strip |
| US11808569B2 (en) | 2020-03-22 | 2023-11-07 | Strike Photonics, Inc. | Waveguide enhanced analyte detection apparatus |
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| US6413A (en) * | 1849-05-01 | Improved method of making wire-strengthened spoons | ||
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| JPS6333424A (ja) * | 1986-07-28 | 1988-02-13 | Japan Synthetic Rubber Co Ltd | シリコ−ン系重合体の硬化方法 |
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| US4933087A (en) | 1988-12-23 | 1990-06-12 | Markham Jr William M | Recovery of fats and proteins from food processing wastewaters with alginates |
| DE59106341D1 (de) * | 1990-05-02 | 1995-10-05 | Pacesetter Ab | Silberchlorid-Bezugselektrode. |
| US5112455A (en) * | 1990-07-20 | 1992-05-12 | I Stat Corporation | Method for analytically utilizing microfabricated sensors during wet-up |
| US5262192A (en) * | 1992-04-27 | 1993-11-16 | Puritan-Bennett Corporation | Method and compositions for manufacture of chemical sensors |
| JPH05310942A (ja) * | 1992-05-08 | 1993-11-22 | Nippon Zeon Co Ltd | シルセスキオキサンラダーポリマー及びその製造方法 |
| US5514253A (en) * | 1994-07-13 | 1996-05-07 | I-Stat Corporation | Method of measuring gas concentrations and microfabricated sensing device for practicing same |
| WO1997010282A1 (en) * | 1995-09-12 | 1997-03-20 | Gelest, Inc. | Beta-substituted organosilsesquioxanes and use thereof |
| US6770726B1 (en) * | 1995-09-12 | 2004-08-03 | Gelest, Inc. | β-substituted organosilsesquioxane polymers |
| JPH10186669A (ja) * | 1996-12-25 | 1998-07-14 | Nippon Telegr & Teleph Corp <Ntt> | パターン形成方法 |
| JP3598749B2 (ja) * | 1997-07-07 | 2004-12-08 | 東亞合成株式会社 | 光カチオン硬化性組成物の製造方法及び光カチオン硬化性ハードコート剤組成物 |
| US6030827A (en) * | 1998-01-23 | 2000-02-29 | I-Stat Corporation | Microfabricated aperture-based sensor |
| JP4286374B2 (ja) * | 1999-03-30 | 2009-06-24 | 新日鐵化学株式会社 | シリコーン樹脂及びこれを含有する感光性樹脂組成物 |
| MX250079B (es) * | 1999-06-11 | 2007-10-08 | Gas Separation Technology Inc | Material poroso permeable al gas para separacion de gases.. |
| US6413393B1 (en) * | 1999-07-07 | 2002-07-02 | Minimed, Inc. | Sensor including UV-absorbing polymer and method of manufacture |
| US7214300B2 (en) * | 2001-06-04 | 2007-05-08 | Epocal Inc. | Integrated electrokinetic devices and methods of manufacture |
| US20030176521A1 (en) * | 2001-12-28 | 2003-09-18 | Calhoun Vision | Initiator and ultraviolet absorber for changing lens power by ultraviolet light |
| US6737117B2 (en) | 2002-04-05 | 2004-05-18 | Dow Corning Corporation | Hydrosilsesquioxane resin compositions having improved thin film properties |
| US20040074785A1 (en) * | 2002-10-18 | 2004-04-22 | Holker James D. | Analyte sensors and methods for making them |
| US7767068B2 (en) * | 2002-12-02 | 2010-08-03 | Epocal Inc. | Heterogeneous membrane electrodes |
| CA2575238C (en) | 2004-08-11 | 2015-04-21 | Dow Corning Corporation | Photopolymerizable silicone materials forming semipermeable membranes for sensor applications |
| US7918978B2 (en) | 2005-07-14 | 2011-04-05 | I-Stat Corporation | Photoformed silicone sensor membrane |
-
2006
- 2006-07-12 US US11/484,579 patent/US7918978B2/en active Active
- 2006-07-12 JP JP2008521541A patent/JP2009501064A/ja not_active Withdrawn
- 2006-07-12 EP EP06786926.3A patent/EP1901646B1/en not_active Ceased
- 2006-07-12 WO PCT/US2006/026939 patent/WO2007011587A2/en not_active Ceased
- 2006-07-12 CA CA2612635A patent/CA2612635C/en not_active Expired - Fee Related
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2011
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2013
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Also Published As
| Publication number | Publication date |
|---|---|
| EP1901646A2 (en) | 2008-03-26 |
| CA2612635A1 (en) | 2007-01-25 |
| WO2007011587A3 (en) | 2007-11-15 |
| EP1901646B1 (en) | 2017-04-05 |
| WO2007011587A2 (en) | 2007-01-25 |
| US20070015977A1 (en) | 2007-01-18 |
| JP2014066711A (ja) | 2014-04-17 |
| US7918978B2 (en) | 2011-04-05 |
| US8241487B2 (en) | 2012-08-14 |
| EP1901646A4 (en) | 2009-11-25 |
| US20110139616A1 (en) | 2011-06-16 |
| JP2009501064A (ja) | 2009-01-15 |
| JP5969448B2 (ja) | 2016-08-17 |
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