WO2020036171A1 - Capteur - Google Patents

Capteur Download PDF

Info

Publication number
WO2020036171A1
WO2020036171A1 PCT/JP2019/031822 JP2019031822W WO2020036171A1 WO 2020036171 A1 WO2020036171 A1 WO 2020036171A1 JP 2019031822 W JP2019031822 W JP 2019031822W WO 2020036171 A1 WO2020036171 A1 WO 2020036171A1
Authority
WO
WIPO (PCT)
Prior art keywords
sensor
group
formula
receiving layer
partial structure
Prior art date
Application number
PCT/JP2019/031822
Other languages
English (en)
Japanese (ja)
Inventor
幸治 弘中
Original Assignee
富士フイルム株式会社
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 富士フイルム株式会社 filed Critical 富士フイルム株式会社
Priority to JP2020537081A priority Critical patent/JP7106651B2/ja
Publication of WO2020036171A1 publication Critical patent/WO2020036171A1/fr

Links

Images

Classifications

    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N5/00—Analysing materials by weighing, e.g. weighing small particles separated from a gas or liquid
    • G01N5/02—Analysing materials by weighing, e.g. weighing small particles separated from a gas or liquid by absorbing or adsorbing components of a material and determining change of weight of the adsorbent, e.g. determining moisture content

Definitions

  • the present invention relates to a sensor.
  • Non-Patent Document 1 discloses the use of a resonance-type sensor (specifically, a quartz crystal microbalance sensor) having a receiving layer containing a porphyrin compound in order to detect biogas. .
  • the present inventor produced a resonance type and a stress type sensor having a receiving layer composed of a porphyrin compound disclosed in Non-Patent Document 1, and found that the detection target component contained in the system at a low concentration was highly sensitive and selective. could not be detected. That is, in the form of Non-Patent Document 1, it is difficult to apply to low-concentration subjects such as breath and skin gas.
  • the object of the present invention is to provide a sensor having excellent sensitivity and selectivity to a detection target component (for example, a biological gas such as a ketone compound) contained in a system at a low concentration.
  • a detection target component for example, a biological gas such as a ketone compound
  • the present invention it is possible to provide a sensor having excellent sensitivity and selectivity for a detection target component contained in a system at a low concentration.
  • a numerical range represented by using “to” means a range including numerical values described before and after “to” as a lower limit and an upper limit.
  • the weight average molecular weight is defined as a value in terms of polystyrene measured by GPC (Gel Permeation Chromatography).
  • GPC measurement uses HLC-8121GPC (manufactured by Tosoh), two columns of TSKgel GMH HR- H (20) HT (manufactured by Tosoh, 7.8 mm ID ⁇ 30 cm) as columns, and 1,2,2,2 as eluents.
  • HLC-8121GPC manufactured by Tosoh
  • TSKgel GMH HR- H (20) HT manufactured by Tosoh, 7.8 mm ID ⁇ 30 cm
  • 1,2,2,2 as eluents.
  • 4-trichlorobenzene Use 4-trichlorobenzene.
  • the conditions are as follows: the sample concentration is 0.02% by mass, the flow rate is 1.0 ml / min, the sample injection amount is 300 ⁇ l, the measurement temperature is 160 ° C., and an IR (infrared) detector is used.
  • ppm means “parts-per-million (10 ⁇ 6 )” and “ppt” means “parts-per-trillion (10
  • the bonding direction of the divalent linking group described in the present specification is not particularly limited.
  • X 1 is —CO—CR 9 R 10 —
  • —CO— may be bonded to the Y 1 side
  • —CR 9 R 10 — may be bonded to the Y 1 side.
  • the sensor of the present invention has a receptor layer containing a polymer having a repeating unit having a partial structure represented by the following formula (1) (hereinafter, also referred to as “specific polymer”).
  • the detection target component is detected as a result of the detection target component adsorbing to the reception layer through some interaction between the specific polymer contained in the reception layer and the detection target component.
  • the sensor of the present invention has excellent sensitivity and selectivity to a detection target component (particularly, a ketone-based compound) contained at a low concentration in the system.
  • the ability of the sensor to detect trace components and the ability to adsorb the target component of the specific polymer contained in the receptor layer act synergistically, and have not been found before. It is considered that the sensitivity and the potential of the molecular recognition ability of the specific polymer were exhibited.
  • the sensor of the present invention will be described in detail. First, the specific polymer contained in the receiving layer will be described in detail.
  • the specific polymer has a repeating unit having a partial structure represented by the formula (1). Since the partial structure represented by the formula (1) is a rigid and bent structure, the specific polymer can form fine and random voids on the molecular level in the receiving layer. The void formed by the specific polymer can have a high sensitivity and a high selectivity for the detection target component, possibly due to some kind of molecular interaction different from the molecular sieving function.
  • L 1 and L 2 each independently represent a divalent linking group.
  • the divalent linking group include —O—, —CO—, —COO—, —CONH—, —S—, —SO 2 —, and —NR A —
  • R A is a hydrogen atom or an alkyl
  • a group obtained by combining these (for example, -O-divalent hydrocarbon group-) is exemplified.
  • the partial structure represented by the formula (2) is preferable as the partial structure represented by the formula (1) from the viewpoint that the sensitivity and / or the selectivity of the sensor are more excellent.
  • X 1 and X 2 are each independently —CR 1 R 2 —, —CR 3 R 4 —CR 5 R 6 —, —CR 7 CRCR 8 —, —CO—, —CO Represents —CR 9 R 10 — or —O—.
  • Y 1 and Y 2 each independently represent —CR 11 R 12 —, —O—, or a single bond.
  • R 1 to R 12 each independently represent a hydrogen atom or a substituent.
  • the type of the substituent is not particularly limited, and examples thereof include a halogen atom (such as a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom), an alkyl group, a cycloalkyl group, an alkenyl group, a cycloalkenyl group, an alkynyl group, and an aryl group.
  • a halogen atom such as a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom
  • acyloxy group an aminocarbonylamino group, an alkoxycarbonylamino group, an aryloxycarbonylamino group, a sulfamoylamino group, an alkyl or arylsulfonylamino group, a mercapto group, an alkylthio group, an arylthio group, a heterocyclic thio group, a sulfamoyl group, Sur Group, alkyl or arylsulfinyl group, alkyl or arylsulfonyl group, acyl group, aryloxycarbonyl group, alkoxycarbonyl group, aryloxy group, silyloxy group, heterocyclic oxy group, acyloxy group, carbamoyloxy group, amino group (including alkylamino group and anilino group)
  • a hydrocarbon group is preferable as the substituent, and an alkyl group or an aryl group is preferable because the sensitivity and / or selectivity of the sensor are more excellent.
  • the carbon number of the alkyl group is not particularly limited, and is preferably from 1 to 5, more preferably from 1 to 3, and still more preferably 1, from the viewpoint that the sensitivity and / or selectivity of the sensor are more excellent.
  • R 1 and R 2 , R 3 and R 4 , R 5 and R 6 , R 7 and R 8 , R 9 and R 10 , and R 11 and R 12 are independently bonded to each other to form a ring It may be.
  • the type of ring formed is not particularly limited, and may be an aromatic ring or a non-aromatic ring.
  • the aromatic ring include an aromatic hydrocarbon ring (for example, a benzene ring and a fluorene ring) or an aromatic heterocyclic ring.
  • the non-aromatic ring include an aliphatic hydrocarbon ring.
  • X 1 represents —CR 3 R 4 —CR 5 R 6 —
  • X 2 represents —CR 3 R 4 —CR 5. It is preferred to represent R 6- .
  • the partial structure represented by the formula (1) is preferably a partial structure represented by the formula (1-A) to the formula (1-D) from the viewpoint that the sensitivity and / or the selectivity of the sensor are more excellent.
  • X 1 and X 2 in the formula (2) are —CR 1 R 2 —
  • Y 1 and Y 2 are —CR 11 R 12 —.
  • the partial structure represented by the formula (1-B) is such that X 1 and X 2 in the formula (2) are —CR 7 CRCR 8 —, and Y 1 and Y 2 are a single bond.
  • X 1 and X 2 in the formula (2) are —CR 3 R 4 —CR 5 R 6 —, and Y 1 and
  • the partial structure represented by the formula (1-D) corresponds to the embodiment in which Y 2 is —O—, wherein X 1 and X 2 in the formula (2) are —O—, and Y 1 and Y 2 There -CR 11 R 12 - corresponding to the is aspect.
  • the repeating unit having the partial structure represented by the formula (1) only needs to include the partial structure represented by the above formula (1) as the partial structure, but the sensor has higher sensitivity and / or selectivity.
  • the repeating unit is preferably represented by the formula (3).
  • L 1 and L 2 are the same as those defined L 1 and L 2 in Formula (1) described above.
  • Z 1 to Z 4 each independently represent —O—, —S—, or —SO 2 —.
  • A represents an aromatic ring or a non-aromatic ring which may have a substituent.
  • the aromatic ring include an aromatic hydrocarbon ring and an aromatic heterocyclic ring.
  • the hetero atom contained in the aromatic heterocyclic ring include an oxygen atom, a nitrogen atom, and a sulfur atom.
  • the aromatic hydrocarbon ring include a benzene ring, a naphthalene ring, and an anthracene ring.
  • aromatic heterocycle examples include a pyridine ring, a pyrrole ring, and a thiophene ring.
  • the aromatic ring may be monocyclic or polycyclic. When the aromatic ring is polycyclic, it may be a condensed ring or a ring in which two aromatic rings are connected via a hetero atom.
  • Non-aromatic rings include aliphatic hydrocarbon rings and aliphatic heterocycles.
  • the hetero atom contained in the aliphatic heterocyclic ring includes, for example, an oxygen atom, a nitrogen atom, and a sulfur atom.
  • Examples of the aliphatic hydrocarbon ring include a cyclohexane ring.
  • Examples of the aliphatic heterocyclic ring include a tetrahydrofuran ring and a piperidine ring.
  • the non-aromatic ring may be monocyclic or polycyclic.
  • Examples of the substituent which the aromatic ring and the non-aromatic ring may have include the groups exemplified as the substituents represented by R 1 to R 12 described above.
  • a repeating unit represented by the formula (4) is preferable from the viewpoint that the sensitivity and / or selectivity of the sensor are more excellent.
  • the content of the repeating unit having the partial structure represented by the formula (1) is not particularly limited, the content is preferably 10 to 10 with respect to all the repeating units of the specific polymer, since the sensor is more excellent in sensitivity and / or selectivity. It is preferably 100% by mass, more preferably 40 to 100% by mass.
  • the weight average molecular weight of the specific polymer is preferably from 10,000 to 1,000,000, more preferably from 20,000 to 500,000, from the viewpoint that the sensitivity and / or selectivity of the sensor is more excellent.
  • the specific polymer can be produced by a known method.
  • the sensor of the present invention has a receiving layer containing a specific polymer.
  • the configuration of the sensor of the present invention is not particularly limited as long as it has a predetermined receiving layer, but it has at least a sensor body (for example, a resonance sensor body or a stress sensor body) and a receiving layer containing a specific polymer. Is preferred.
  • the sensor of the present invention may have a predetermined receiving layer and other members other than the sensor main body.
  • the content of the specific polymer in the receiving layer varies depending on the form of the sensor, it is preferably 10 to 100% by mass, more preferably 30 to 100% by mass, and more preferably 50 to 100% by mass based on the total mass of the receiving layer.
  • the method for forming the specific polymer-containing receptor layer is not particularly limited.
  • a composition obtained by dissolving a specific polymer in a solvent such as tetrahydrofuran
  • a method of coating and drying the obtained coating film to form a film may be mentioned.
  • the application method include an ink-jet method, a dipping method, and a spray method.
  • the thickness of the receptor layer containing the specific polymer varies depending on the form of the sensor, but is preferably from 10 nm to 100 ⁇ m, more preferably from 50 nm to 50 ⁇ m, even more preferably from 100 nm to 10 ⁇ m.
  • the senor of the present invention further has another receiving layer in addition to the receiving layer containing the specific polymer.
  • the sensor of the present invention has another receiving layer having a different property, for example, there is an advantage that it is possible to detect other components or to improve the measurement accuracy for a composite gas.
  • the receiving layer containing the specific polymer and the other receiving layer may be separately arranged or may be laminated.
  • Specific examples of the other receiving layer include a receiving layer obtained by using a hydrophobic compound (for example, poly (1-trimethylsilyl-1-propyne)).
  • a hydrophobic compound for example, poly (1-trimethylsilyl-1-propyne
  • the resonance type sensor of the present invention adsorbs a specific kind of gas molecules contained in air on the surface and determines whether or not the adsorbed gas molecules are adsorbed or the amount of the adsorbed gas molecules by changing the resonance frequency of a dielectric material (piezoelectric material) that is resonantly driven (specifically, Specifically, the target gas is detected. That is, the resonance type sensor is a sensor using a mass micro-balancing method.
  • FIG. 1 is a cross-sectional view schematically showing an example of a laminated structure in a resonance type sensor of the present invention. The resonance type sensor shown in FIG.
  • a substrate for supporting the resonance type sensor may be provided on the surface of the first electrode 1 opposite to the side in contact with the dielectric material 2. If the dielectric material is self-oscillating, the substrate is not essential. On the other hand, when the dielectric material is a ceramic piezoelectric element or the like, a substrate is required to drive the element resonantly.
  • a voltage is applied to a fine dielectric material (piezoelectric material) to vibrate the dielectric material at a constant frequency (resonance frequency), and the mass increase due to gas adsorption on the surface of the dielectric material resonates.
  • the change is detected as a change in frequency (specifically, a decrease).
  • a sensor using a QCM (Quartz Crystal Mass micro-balancing; a quartz oscillator micro-balancing) method using quartz as a dielectric material to be driven for resonance hereinafter, referred to as a quartz resonator micro balance) , "QCM sensor" are known.
  • a QCM sensor In a QCM sensor, electrodes are usually provided on both surfaces of a crystal thin film cut at a specific angle (AT-cut), and a voltage is applied to cause shear vibration in a horizontal direction with respect to the crystal surface at a resonance frequency. Since this resonance frequency decreases in accordance with the mass of the gas adsorbed on the electrode, a change in mass of the substance on the electrode can be detected.
  • the QCM sensor itself having a quartz oscillator composed of quartz and an electrode sandwiching the quartz is known, and can be prepared by an ordinary method, or a commercially available product may be used.
  • a QCM sensor as one mode of the resonance type sensor of the present invention includes a specific polymer for adsorbing a detection target component on one electrode surface of a pair of electrodes provided with a dielectric material interposed therebetween. It is preferred to have a receiving layer. That is, as the resonance type sensor of the present invention, a QCM sensor having a quartz oscillator and a receiving layer disposed on the quartz oscillator is preferable. The mass of the detection target component adsorbed on the receiving layer containing the specific polymer is detected as a change (specifically, a decrease) in the resonance frequency of the quartz oscillator driven in resonance.
  • Electrodes used for the resonance sensor there is no particular limitation on the electrodes used for the resonance sensor, and metal materials and the like usually used for the electrodes can be used.
  • a resonance type sensor using a ceramic dielectric (piezoelectric material) without using quartz or quartz as a dielectric material can be adopted.
  • Such sensors include cantilever sensors and surface acoustic wave (SAW) sensors. Since a ceramic dielectric material can be formed on a substrate using a sputtering method, a vacuum evaporation method, or the like, there is an advantage that the ceramic dielectric material can be applied to the production of a sensor using a MEMS (Micro Electro Mechanical Systems) technique.
  • Such ceramic dielectric materials include, for example, lead zirconate titanate (PZT), lead zirconate titanate doped with niobium (PZTN), zinc oxide (ZnO), and aluminum nitride (AIN).
  • electrodes are arranged on both surfaces of a film formed of the ceramic dielectric material, and a specific voltage is applied between the electrodes to drive the ceramic dielectric material in resonance.
  • a detection target component is adsorbed on one electrode surface of a pair of electrodes provided with the dielectric material interposed therebetween. It is preferable to dispose a receiving layer containing the specific polymer of (1). The mass of the detection target component adsorbed on the receiving layer containing the specific polymer is detected as a change (specifically, a decrease) in the resonance frequency of the ceramic dielectric material driven in resonance.
  • Examples of the type of the stress sensor of the present invention include a film-type surface stress sensor and a cantilever sensor.
  • the use of the sensor of the present invention is not particularly limited, and includes, for example, for inspection of breath or skin gas, for quantitative measurement of odor, for inspection of gas leak, and for environmental investigation.
  • the sensor of the present invention can detect a detection target component contained in a system at a low concentration with high sensitivity and high selectivity. Therefore, the sensor of the present invention is particularly suitable for the inspection of the breath gas or the skin gas containing the detection target component at a low concentration.
  • the skin gas in the present invention is a general term for volatile substances emitted from the body surface.
  • the detection target component is contained in the system at a low concentration
  • the gas of the detection target component is present in the system in the range of 1 volume ppm to 100 ppm by volume.
  • the sensor of the present invention more preferably detects the detection target component contained in the system with high sensitivity and selectively in the lower concentration range of 1 vol. Ppt to 10 vol ppm, and more preferably 1 vol. It is further preferable that the detection target component contained in the system is selectively detected with high sensitivity in the range of ppt to 1 ppm by volume.
  • the detection target component of the sensor of the present invention is preferably a hydrophilic compound, since it can be detected with higher sensitivity and higher selectivity when it is contained in the system at a low concentration.
  • a hydrophilic compound refers to, for example, a compound having an SP (Solubility Parameter) value of 9 to 17 (cal / cm 3 ) 1/2 , and specifically, acetone (10.0) , Ethanol (12.7), acetonitrile (11.9), and acetic acid (12.6).
  • the SP value (solubility parameter) is defined by the theory of Hildebrand's regular solution, and more specifically, the molar evaporation heat of a compound is ⁇ H, the molar volume is V, the gas constant is R, and the absolute temperature is Let T be an amount (cal / cm 3 ) 1/2 defined by (( ⁇ H-RT) / V) 1/2 .
  • Example 1 Polymer-1 was synthesized with reference to the method described in Chemical Communications, 2004, 230-231.
  • Polymer-1 (10 mg) was dissolved in THF (tetrahydrofuran, manufactured by Wako Pure Chemical Industries, Ltd.) (8 g). The obtained solution was dropped on one surface of a quartz oscillator in a QCM sensor (Quartz Crystal Microbalance, manufactured by Tama Device), and further dried at 80 ° C. to form a film made of Polymer-1 as a receiving layer.
  • the obtained QCM sensor having a receiving layer was put into a flow cell, and 1 mL of saturated vapor of each of the following test gases was passed therethrough to evaluate the sensitivity and selectivity of the QCM sensor having the receiving layer to a component to be detected. Table 1 shows the results.
  • Example 2 to 4 The following Polymer-2 to Polymer-4 were respectively synthesized, and a QCM sensor having a receiving layer containing each polymer was formed according to the same procedure as in Example 1 by using each polymer instead of Polymer-1. An evaluation was performed.
  • Example 1 In the same manner as in Example 1, except that Polymer-1 was changed to a tetrakis (butoxyphenyl) porphyrin copper complex described in Non-Patent Document 1 (Sensors and Actuators B 173 (2012) 555-561). A QCM sensor having a receiving layer composed of a phenyl) porphyrin copper complex was obtained. The sensitivity and selectivity of the QCM sensor having the receiving layer to the detection target component were evaluated in the same manner as in Example 1. Table 1 shows the results.
  • Example 2 A QCM sensor having a receiving layer made of polyisobutylene was obtained in the same manner as in Example 1 except that Polymer-1 was changed to polyisobutylene. The sensitivity and selectivity of the QCM sensor having the receiving layer to the detection target component were evaluated in the same manner as in Example 1. Table 1 shows the results.
  • Table 1 shows the results of the above evaluation tests.
  • the QCM sensors having the receiving layer containing the specific polymer were different from the QCM sensors having the receiving layer containing other polymers (Comparative Examples 1 and 2) in It was shown that acetone contained in the system at a low concentration can be detected with high sensitivity and high selectivity.

Landscapes

  • Physics & Mathematics (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Immunology (AREA)
  • Pathology (AREA)
  • Investigating Or Analyzing Materials By The Use Of Fluid Adsorption Or Reactions (AREA)

Abstract

La présente invention concerne un capteur qui présente une excellente sensibilité et une excellente sélectivité vis-à-vis d'un composant à détecter, ledit composant étant contenu à une faible concentration dans un système. Un capteur selon la présente invention est un capteur de type à résonance ou de type à contrainte qui a une couche de réception contenant un polymère ayant une unité de répétition qui a une structure partielle représentée par la formule (1).
PCT/JP2019/031822 2018-08-17 2019-08-13 Capteur WO2020036171A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2020537081A JP7106651B2 (ja) 2018-08-17 2019-08-13 センサ

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2018153513 2018-08-17
JP2018-153513 2018-08-17

Publications (1)

Publication Number Publication Date
WO2020036171A1 true WO2020036171A1 (fr) 2020-02-20

Family

ID=69525350

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2019/031822 WO2020036171A1 (fr) 2018-08-17 2019-08-13 Capteur

Country Status (2)

Country Link
JP (1) JP7106651B2 (fr)
WO (1) WO2020036171A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN116023355A (zh) * 2021-10-22 2023-04-28 江苏三月科技股份有限公司 一种芳胺类有机化合物及其制备的有机电致发光器件
CN116082285A (zh) * 2021-11-05 2023-05-09 江苏三月科技股份有限公司 一种芳胺类有机化合物及其制备的有机电致发光器件

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006289821A (ja) * 2005-04-12 2006-10-26 Fuji Photo Film Co Ltd ガスバリア性フィルム、基材フィルムおよび有機エレクトロルミネッセンス素子
JP2013539040A (ja) * 2010-09-30 2013-10-17 スリーエム イノベイティブ プロパティズ カンパニー センサー素子、その製造方法、及びそれを含むセンサー装置
JP2014518568A (ja) * 2011-04-13 2014-07-31 スリーエム イノベイティブ プロパティズ カンパニー 吸収性センサ素子の使用方法
WO2016121155A1 (fr) * 2015-01-27 2016-08-04 国立研究開発法人物質・材料研究機構 Capteur comportant un matériau poreux ou un matériau particulaire en tant que couche réceptrice
JP2017509744A (ja) * 2014-02-27 2017-04-06 国立大学法人京都大学 架橋ポリマー、その製造方法、モレキュラーシーブ組成物及び材料分離膜
WO2017085796A1 (fr) * 2015-11-17 2017-05-26 株式会社アロマビット Capteur d'odeur, et système de mesure d'odeur

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006289821A (ja) * 2005-04-12 2006-10-26 Fuji Photo Film Co Ltd ガスバリア性フィルム、基材フィルムおよび有機エレクトロルミネッセンス素子
JP2013539040A (ja) * 2010-09-30 2013-10-17 スリーエム イノベイティブ プロパティズ カンパニー センサー素子、その製造方法、及びそれを含むセンサー装置
JP2014518568A (ja) * 2011-04-13 2014-07-31 スリーエム イノベイティブ プロパティズ カンパニー 吸収性センサ素子の使用方法
JP2017509744A (ja) * 2014-02-27 2017-04-06 国立大学法人京都大学 架橋ポリマー、その製造方法、モレキュラーシーブ組成物及び材料分離膜
WO2016121155A1 (fr) * 2015-01-27 2016-08-04 国立研究開発法人物質・材料研究機構 Capteur comportant un matériau poreux ou un matériau particulaire en tant que couche réceptrice
WO2017085796A1 (fr) * 2015-11-17 2017-05-26 株式会社アロマビット Capteur d'odeur, et système de mesure d'odeur

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
PALMA-CANDO, ALEX: "Electrogenerated Thin Films of Microporous Polymer Networks with Remarkably Increased Electrochemical Response to Nitroaromatic Analytes", ACS APPLIED MATERIALS & INTERFACES, vol. 7, no. 21, 3 June 2015 (2015-06-03), pages 11127 - 11133, XP055687271 *
ZHAO, PENG: "Conjugated Polymer Nanoparticles Based Fluorescent Electronic Nose for the Identification of Volatile Compounds", ANALYTICAL CHEMISTRY, vol. 90, no. 7, 3 April 2018 (2018-04-03), pages 4815 - 4822, XP055687269 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN116023355A (zh) * 2021-10-22 2023-04-28 江苏三月科技股份有限公司 一种芳胺类有机化合物及其制备的有机电致发光器件
CN116082285A (zh) * 2021-11-05 2023-05-09 江苏三月科技股份有限公司 一种芳胺类有机化合物及其制备的有机电致发光器件

Also Published As

Publication number Publication date
JPWO2020036171A1 (ja) 2021-08-10
JP7106651B2 (ja) 2022-07-26

Similar Documents

Publication Publication Date Title
JP3737112B2 (ja) ポリマーセンサ
WO2020036171A1 (fr) Capteur
JP5955342B2 (ja) ポリアミドの混合物を含むポリマー層を湿気吸収層として備える湿度センサ
US20220259343A1 (en) Polymers for caloric applications
JP2006329931A (ja) 検出センサ、振動子
Lee et al. CMUT as a chemical sensor for DMMP detection
US20200158707A1 (en) Sensor
JP2012013620A (ja) Ｑｃｍデバイス及びｑｃｍデバイスを用いた気体分子の検出方法
US9562888B2 (en) Stress-based sensor, method, and applications
Ni et al. Piezoelectric quartz crystal sensor array with optimized oscillator circuit for analysis of organic vapors mixtures
US11428669B2 (en) Resonant sensor
JP2013053994A (ja) ガスセンサー
JP6564156B2 (ja) ガス検知素子及びその製造方法
JP7254900B2 (ja) センサ
Hwang et al. Performance enhancement of a microfabricated resonator using electrospun nanoporous polymer wire
KR100495663B1 (ko) 감응물질 및 이를 사용한 표면 탄성파 가스 센서
Cao et al. Hydrophobic MOF/PDMS-Based QCM Sensors for VOCs Identification and Quantitative Detection in High-Humidity Environments
Hao et al. A chemical surface acoustic wave (SAW) sensor array for sensing different concentration of NH 3
JP2010071716A (ja) Ｑｃｍデバイスとその製造方法
WO2023145434A1 (fr) Dispositif de détection
JP2024010900A (ja) ガスセンサ
Ralib et al. Chitosan Coating on Quartz Crystal Microbalance Gas Sensor for Isopropyl Alcohol and Acetone Detection
Ren Piezoelectric sensor sensitive to nitrobenzene based on a cyclohexanone-formaldehyde coating
JPH05312707A (ja) ガスセンサ
Johar et al. VOCs sensors based on bulk acoustic resonators: a comprehensive review

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 19849378

Country of ref document: EP

Kind code of ref document: A1

ENP Entry into the national phase

Ref document number: 2020537081

Country of ref document: JP

Kind code of ref document: A

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 19849378

Country of ref document: EP

Kind code of ref document: A1