JP2003287480A - Passive sampler for collecting carbonyl compound - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a passive sampler for collecting a carbonyl compound in indoor and outdoor air and water which has improved stability and simply, easily and sensitively analyzes. <P>SOLUTION: The passive sampler for collecting the carbonyl compound comprises a cation exchanger and a support containing the cation exchanger. The cation exchanger holes a derivatization agent for the carbonyl compound expressed by formula (1). In formula (1), R<SP>1</SP>, R<SP>2</SP>, R<SP>3</SP>, R<SP>4</SP>and R<SP>5</SP>are independently expressed by a hydrogen atom, a halogen atom, an alkyl group, a haloalkyl group, an alkoxy group, a haloalkoxy group, an aryl group or a haloaryl group and R<SP>6</SP>and R<SP>7</SP>are expressed by the hydrogen atom or the alkyl group. If R<SP>6</SP>and R<SP>7</SP>are expressed by the hydrogen atom, at least one of R<SP>1</SP>, R<SP>2</SP>, R<SP>3</SP>, R<SP>4</SP>and R<SP>5</SP>is not a fluorine atom. <P>COPYRIGHT: (C)2004,JPO

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a passive sampler for collecting a carbonyl compound, which can be left in an atmosphere containing a carbonyl compound to collect the carbonyl compound in the atmosphere.

[0002]

2. Description of the Related Art In recent years, the environmental impact of carbonyl compounds in water and air has become a social problem. For example, the influence of carbonyl compounds such as formaldehyde emitted from building materials, furniture, etc. on the living environment and working environment accompanying the airtightness of houses has become a social problem. In order to study the measures against such a problem, it is necessary to first measure the amount of carbonyl compounds in the atmosphere, and therefore, the amount of carbonyl compounds such as formaldehyde in the room and other atmospheres can be easily measured. Development is desired.

The present inventor has found that the sensitivity of carbonyl compounds is high,
It enables highly accurate analysis, especially trace amounts of aldehyde compounds such as formaldehyde in indoor and outdoor air, has excellent storage stability, and does not require operations such as separation and removal of derivatizing agents for carbonyl compounds during analysis. We have developed a carbonyl compound scavenger in gas and a carbonyl compound scavenger, and filed a patent application (PCT / JP99 / 03543). The carbonyl compound-collecting material and the carbonyl compound-collecting tube are used as a derivatizing agent for a carbonyl compound in a cation exchanger.
It is characterized in that a compound such as (2,3,4,5,6-pentafluorobenzyl) hydroxylamine is retained. Further, the carbonyl compound collecting pipe is characterized in that the carbonyl compound collecting material is filled in the pipe.

However, in order to collect the carbonyl compound in the atmosphere with this carbonyl compound collection tube, one end of this collection tube is connected to a suction pump and the atmosphere is passed through the collection tube by suction with the pump. Is required. Therefore, the present inventor has used O- as a derivatizing agent for carbonyl compounds.
(2,3,4,5,6-pentafluorobenzyl) hydroxylamine and compounds such as 2,4-dinitrophenylhydrazine are retained, and the compounds in the atmosphere can be simply left to stand. We have also developed a passive sampler that can collect collected material and filed a patent application (Japanese Patent Application 2
000-110083).

[0005]

The present inventor has developed a passive sampler for collecting such a carbonyl compound, which is more stable than the above-mentioned prior art and enables simple and highly sensitive analysis. As a result of diligent study to achieve, a carbonyl compound trapping material, which holds a compound having a specific structure in a cation exchanger, has high stability, and a passive sampler using this is easy to perform without complicated operations. The present invention has been completed by finding that carbonyl compounds can be quantified with high accuracy. That is, the present invention provides a passive sampler for collecting carbonyl compounds in indoor and outdoor air and water, which is more stable than the above-mentioned conventional technology and enables simple and highly sensitive analysis. The task is to do.

[0006]

The present invention provides the following structural formula (1):

[Chemical 2] [Wherein R ¹ , R ² , R ³ , R ⁴ and R ⁵ each independently represents a hydrogen atom, a halogen atom, an alkyl group, a haloalkyl group, an alkoxy group, a haloalkoxy group, an aryl group or a haloaryl group, R ⁶ and R ⁷ represent a hydrogen atom or an alkyl group (provided that when R ⁶ and R ⁷ are hydrogen atoms, at least one of R ¹ , R ² , R ³ , R ⁴ and R ⁵ is
Is not a fluorine atom)], and a cation exchanger holding a derivatizing agent for carbonyl compounds, and a support containing the cation exchanger. Provide a sampler.

[0007]

BEST MODE FOR CARRYING OUT THE INVENTION The carbonyl compound-capturing passive sampler of the present invention is capable of trapping an object to be trapped in an atmosphere by simply allowing it to stand. Therefore, it is not necessary to connect one end of the sampler (collection tube) to a suction pump, suction by the pump, and pass the atmosphere through the collection tube.
Sampling can be performed by a simple operation, and when sampling at many points is required, unmanned sampling, sampling in a living space, etc. are very convenient.

The carbonyl compound-trapping passive sampler of the present invention uses a cation exchanger carrying a derivatizing agent for carbonyl compounds represented by the structural formula (1). In formula (1), the alkyl represented by R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ or R ⁷ has 1 to 8 carbon atoms, preferably 1 carbon atom.
-4 lower alkyls are preferred. When the carbon number is 3 or more, it may be branched. In the formula (1), R ¹ , R ² , R ³ , R ⁴
As the haloalkyl, alkoxy or haloaryl represented by R ⁵ , those having 1 to 8 carbon atoms, preferably 1 to 4 carbon atoms are preferable. When the carbon number is 3 or more, it may be branched. In formula (1), the aryl represented by R ¹ , R ² , R ³ , R ⁴ or R ⁵ preferably has 6 to 10 carbon atoms. Further, it may have a substituent such as alkyl. Preferable specific examples of the derivatizing agent for a carbonyl compound retained by a cation exchanger include, for example, O-benzylhydroxylamine, O- (2,5-dimethylbenzyl) hydroxylamine, O- (4-fluorobenzyl). Hydroxylamine, O- (2,4-difluorobenzyl) hydroxylamine, O- (2,3,4-trifluorobenzyl) hydroxylamine, O- (2,4-dimethoxybenzyl) hydroxylamine, O- (3, 4-dimethoxybenzyl) hydroxylamine, O- (2,4,
5-trimethoxybenzyl) hydroxylbenzylamine, O- (3,4,5-trimethoxybenzyl) hydroxyamine, O- (2-trifluoromethylbenzyl)
Hydroxylamine, O- (3-trifluoromethylbenzyl) hydroxylamine, O- (4-trifluoromethylbenzyl) hydroxylamine, O- (2-trifluoromethoxybenzyl) hydroxylamine, O-
(3-trifluoromethoxybenzyl) hydroxylamine, O- (4-trifluoromethoxybenzyl) hydroxylamine, O- [3,5-bis (trifluoromethyl) benzyl] hydroxylamine. Among them, O- (haloalkylbenzyl) hydroxylamine compounds such as O- (4-trifluoromethylbenzyl) hydroxylamine and O- [3,5-bis (trifluoromethyl) benzyl] hydroxylamine and O- (4
O- (haloalkoxybenzyl) hydroxylamine compounds such as -trifluoromethoxybenzyl) hydroxylamine are preferable, and O- (4-trifluoromethoxybenzyl) hydroxylamine is particularly preferable.

The method for producing the compound represented by the structural formula (1) is not particularly limited. For example, as shown in Reaction Formula 1 below, it can be synthesized from the corresponding benzyl alcohol or benzyl halogen compound via a phthalic acid derivative by a known method.

[Chemical 3] [Wherein R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ and R ⁷ are
It has the same meaning as described above and X represents a halogen atom. ]

The cation exchanger for holding the derivatizing agent for a carbonyl compound represented by the structural formula (1) is a cation exchange group, that is, a counter ion is a cation on a substrate such as resin, cellulose or silica gel. It means that a certain group is introduced. Among resins, cellulose and silica gel, resins and silica gel are preferable.

When the substrate is a resin, that is, when the cation exchanger is a cation exchange resin, examples of the cation exchange group include a sulfonic acid group and a carboxylic acid group. Preferred are strongly acidic cation exchange resins of the type. When the polymer substrate is a resin, a styrene-based resin such as cross-linked polystyrene, for example, a copolymer of styrene and divinylbenzene is preferable, but an acrylic acid-based or methacrylic acid-based resin may be used. Well, it is not particularly limited. When the polymer substrate is cellulose, that is, a cation exchanger in which a cation exchange group is introduced into cellulose, the cation exchange group may be a sulfoethyl group, a phosphomethyl group, a phosphoric acid group, a carboxymethyl group, or the like. A group is exemplified, but a strong acidic exchanger having a sulfoethyl group introduced is particularly preferable. Further, when the polymer substrate is silica gel, examples of the cation exchange group include groups such as benzene sulfonic acid, propyl sulfonic acid, and carboxylic acid, and those having a benzene sulfonic acid group introduced are particularly preferable.

The passive sampler for collecting carbonyl compounds of the present invention comprises the above cation exchanger and a support containing the cation exchanger. The passive sampler for collecting carbonyl compounds of the present invention further includes an accessory part, for example, an instrument or device for fixing the sampler at a predetermined position, an instrument or device used for sealing the passive sampler before and / or after sampling, and the like. The passive sampler may have a decoration for increasing the commercial value of the passive sampler and an instrument or a device for facilitating its use.

The support containing a cation exchanger may be one that holds the cation exchanger on the surface of the support, one that contains a cation exchanger in the material of the support, or one that contains the cation exchanger in the support. Examples thereof include a storage part, for example, a space for filling the cation exchanger, which stores the cation exchanger in the storage part. Also, a combination of these may be used. For example, a material that holds a cation exchanger on its surface and contains a cation exchanger in its material, and stores a cation exchanger in its storage part and also cations on its surface and / or material. The thing containing an exchanger is also mentioned. Further, a support containing a cation exchanger on its surface or inside its material may be further stored in a storage portion of the same type or different type of support. Furthermore, the material itself of the support may have a cation exchange capacity. That is, the material itself of the support may be a cation exchange resin containing a cation exchange group, or a combination of this with the above case.

As the support, all or a main part thereof is
Those that are permeable are preferable in order to improve the sampling speed. The main part means a part in which the cation exchanger is stored. Permeability means that gas or liquid that is the sampling atmosphere, such as air or water, easily permeates. A porous material is preferably used as the material of such an air-permeable material. Specifically, examples of the material containing a cation exchanger include Teflon (registered trademark) and filter paper, and as the one containing the cation exchanger in the storage portion thereof,
Examples are porous Teflon (registered trademark) tubes and sintered tubes or glass tubes.

The shape of such an air-permeable support is not particularly limited and may be a shape according to its use. Although it is a columnar type or a type of columnar type, its height is extremely small and its bottom surface is high. Examples thereof include a plate-like member having a sufficiently large size, a film-like member having a height smaller than that of the plate-shaped member, that is, a thickness smaller than that of the plate-like member, and a cylindrical member having a hollow interior in a columnar shape. It is also possible to use a plate-shaped or film-shaped support that is rolled into a tubular shape. Further, the shape of the bottom surface can take various shapes such as a circle, an ellipse, a rectangle, a rectangle, other polygons, and combinations thereof, but a circular shape is usually used. The support may be in the form of a ribbon whose length and width are very long in one direction. It is also possible to use a string-shaped support. Further, as the support, a support having a large ratio of the air-permeable surface to the entire surface, and all or the main part of which is air-permeable is usually preferably used in order to improve the sampling speed. For example, in the case of a columnar or tubular shape whose height is large relative to the bottom surface, it is preferable that the side surface thereof is permeable, while in the case of a plate shape whose bottom surface is large relative to the height, the bottom surface is It is preferably permeable. Further, it is more preferable that 50% or more of the surface of the portion containing the cation exchanger is connected to the sampling atmosphere through the air permeable material, and further preferably 80% or more. More preferably, the entire surface is permeable.

The shape of the cation exchanger is preferably fine particles or fibers. The particle size of the fine particles is preferably 1 to 200 μm. When the cation exchanger is contained on the surface or material of the support, the method of incorporating the cation exchanger is not particularly limited, and a known method can be used. Further, as described above, not only the one containing a cation exchanger different from the support on the surface and the inside of the material thereof, but the material itself may have the cation exchange ability. The amount of the cation exchanger contained in the support is not particularly limited.

When the material of the support contains a cation exchanger, the cation exchanger may be uniformly dispersed in the material of the support, or it may be partially distributed, for example, near the surface. May be contained in large amounts. When the cation exchanger is stored inside the support, the cation exchanger may be present only in a part of the storage portion. For example, in a columnar support having a gas permeable side surface, the cation exchanger may be present only in the portion close to the side surface, and the center of the cylinder may be hollow. All or most of the cation exchanger is preferably within a distance of 5 mm, more preferably within 1 mm, from the air-permeable surface of the support, that is, the surface in contact with the sampling atmosphere.

In the case of a plate-shaped or film-shaped support, the size of the diameter of the bottom surface is usually 4 times or more, preferably 20 times or more of the thickness. Also, the thickness is not particularly limited,
The preferable range varies depending on the material, but when the material is Teflon (registered trademark), it is usually 1 mm or less, preferably 0.3 mm or less. The size of the support is not particularly limited, but the diameter of the bottom surface of the plate-shaped or film-shaped support is
It is usually 1 to 6 cm. In the case where the cation exchanger is stored in the storage portion and is plate-shaped, the thickness is usually about 2 mm or less, and the length and width are each 10 times or more the thickness. It is preferable that all or the main part of the surface including the vertical and horizontal directions is permeable. If the cation exchanger is to be stored in the storage section and is columnar, the length is usually 4
Those having a diameter of about 5 cm and a diameter of about 5 cm are used. Among the above-mentioned supports, those having a cylindrical shape or a film shape, particularly a cylindrical shape, are preferably used. Here, the term "cylindrical" refers to a column having a hollow interior. The thickness of the outer wall material in the case of a cylindrical shape is not particularly limited, but usually, in the case of a tube made of Teflon (registered trademark), the thickness is 1 mm or less, preferably 0.3 mm or less, and the material is a glass tube. In case of 2mm
The following is preferably 0.8 mm or less.

The method for holding the cation exchanger with the derivatizing agent for carbonyl compounds is not particularly limited. For example, a derivatizing agent for a carbonyl compound such as O- (4-trifluoromethoxybenzyl) hydroxylamine is dissolved in an appropriate organic solvent, and the support containing the cation exchanger or the cation exchanger is immersed in the solution. Take out,
If necessary, it can be obtained by a method of further washing with an organic solvent and then removing the solvent. Examples of the organic solvent include nitriles such as acetonitrile, aliphatic hydrocarbons such as hexane, alicyclic hydrocarbons such as cyclohexane, aromatic hydrocarbons such as benzene and toluene, alcohols such as methanol and ethanol, and the like. . It is also possible to use mixtures of these or with other solvents such as water. Removal of the organic solvent is usually performed under reduced pressure.

Many of the derivatizing agents for carbonyl compounds represented by the structural formula (1) are synthesized in the form of hydrochloride.
Therefore, when it is held in a weakly acidic cation exchanger,
The carbonyl compound derivatizing agent previously neutralized with an alkali is used by dissolving it in an organic solvent, but when it is retained in a strongly acidic cation exchanger, the hydrochloride of the carbonyl compound derivatizing agent is used as it is. Can be used.

Further, an aqueous solution of the derivatizing agent for carbonyl compounds can be used instead of the organic solvent solution of the derivatizing agent for carbonyl compounds. For example, it can be obtained by immersing a cation exchanger or a support containing it in an aqueous solution of a derivatizing agent for carbonyl compounds, and then removing water.

Generally, the cation exchanger 100 in a support
The derivatizing agent for carbonyl compounds is usually held in an amount of about 0.05 to 2 mg per mg. When a support containing a cation exchanger on its surface or material is used, the cation exchanger may be added to the support after the carbonyl compound derivatizing agent is added to the cation exchanger. .

The passive sampler for collecting carbonyl compounds of the present invention can be used for collecting carbonyl compounds contained in the atmosphere, water, etc. That is, by only placing the carbonyl compound-capturing passive sampler of the present invention in an atmosphere such as air or water, the carbonyl compound contained in the atmosphere can be collected without performing a special operation such as suction by a pump. be able to. As a method of placing in the atmosphere,
Examples include a method of standing still on the floor, wall, furniture, etc., but the method is not necessarily limited to standing and may be adhered to the human body as a film batch. Formaldehyde in the air is particularly exemplified as the carbonyl compound to be collected, but other carbonyl compounds such as acetaldehyde, glutaraldehyde, propionaldehyde, n-butyraldehyde, isobutyraldehyde, n-valeraldehyde, isovaleraldehyde and the like. Is mentioned.

O-as a derivatizing agent for carbonyl compounds
When a hydroxylamine-based compound such as (4-trifluoromethoxybenzyl) hydroxylamine is used, the carbonyl compound captured by the passive sampler of the present invention is converted to an imine compound in the passive sampler, and thus an organic solvent such as an organic solvent, for example, Aliphatic hydrocarbons such as hexane,
An imine compound produced by an alicyclic hydrocarbon such as cyclohexane, an aromatic hydrocarbon such as benzene and toluene, an alcohol such as methanol and ethanol, a nitrile such as acetonitrile is eluted. By analyzing this eluate by liquid chromatography, gas chromatography, etc., quantitative analysis of the amount of carbonyl compounds in the air can be performed. In particular, it is preferable to perform the analysis by the capillary GC / MS method or the like because more accurate analysis can be performed.

[0025]

EXAMPLES Hereinafter, the present invention will be described more specifically by way of examples. The present invention is not limited to the examples.
First, a production example of the passive sampler for collecting a carbonyl compound of the present invention will be shown.

Example 1 (Empore Disk type) Empor having a commercially available strong cation exchange group in a beaker
e Disk SDB-RPS (Polystyrene divinylbenzene with sulfonic acid group introduced, diameter: 47 m
m, film thickness: 0.5 mm, manufactured by 3M, hereinafter Empore
Abbreviated as Disk. ) And acetonitrile (400 mL,
Add special grade) and let stand for 10 minutes. Then, the Empore Disk is taken out from the beaker, and the same operation is performed again to wash.

Next, 1 mg / mL of O- (4-trifluoromethoxybenzyl) hydroxylamine hydrochloride (hereinafter abbreviated as TFBA) in acetonitrile / water (volume ratio:
50/50) solution (500 mL), washed Emp
Add ore Disk and let stand for 3 hours or more. Next, take out the Empore Disk from the beaker,
Place in acetonitrile (400 mL, special grade) and let stand for 5 minutes. Further, the same operation is performed for washing. This is vacuum dried under reduced pressure, covered with a thin aluminum layer so that it will not come into contact with the outside air, and TFBA-coated Empore
I got a Disk. This is TFBA-Empore Di
Let sk.

Calculation of TFBA coating amount The amount of TFBA coated on the Empore Disk was determined under the following HPLC conditions, and it was about 26 mg per sheet.

[0029]             Equipment: Shimadzu LC-10A             Column: SUMPIPAX ODS A-212                     Particle size 5 μm, inner diameter 6 mmφ, length 15 cm (size; D)             Solvent: Acetonitrile / water = 40/60 (V / V)             Flow rate: 1.0 mL / min             Detection: 263nm

Example 2 (TFBA-cylindrical tube type) Silica gel having a commercially available strong acid ion-exchange group in a beaker [Bond Elute SCX H manufactured by Varian]
F (benzene sulfonic acid ion exchanger), hereinafter referred to as SCX] 5 g and acetonitrile (50 mL, special grade) are added and left to stand for 10 minutes. Then it is filtered and suspended in 50 mL of acetonitrile / water (volume ratio: 50/50). Next, 50 mL of a 10 mg / mL TFBA hydrochloride acetonitrile solution is added dropwise to this suspension and stirred for 30 minutes (coating step). Further, this is filtered, soaked in 50 mL of acetonitrile and allowed to stand for 5 minutes (washing step). This product is filtered and dried under reduced pressure, and 200 mg is filled in a porous cylindrical tube (Shibata Chemicals: diameter 5 mm, length 4 cm) and covered with a thin aluminum film so as not to come into contact with the outside air.
A porous cylindrical tube filled with BA-coated SCX was obtained.

Calculation of coating amount of TFBA The amount of TFBA coated on SCX was determined under the same HPLC conditions as in Production Example 1, and the result was about 5 mg per 200 mg.

Example 3 (TFBA-Empore D
Isk collection evaluation) Glass container for thin layer chromatography (length x width x height =
0.5 mL of a 1.0 mg / mL formaldehyde methanol solution was added to 20 × 8 × 21 cm), and the mixture was sealed and 2.0 hours later, TFBA-Empore Disk was put therein, and the mixture was left standing for 24 hours. Next, add TFBA to the beaker
-Remove the Empore Disk and acetonitrile
(10 mL) was added and left standing for 30 minutes, and the solution was measured under the following GC / MS conditions. As a result, 0.21 mg of formaldehyde was collected.

[0033] (GC / MS operation method)   Model HP6890 / 5972A Gas Chromatograph Mass Spectrometer   Column J & W DB-1 (0.25 μm) 0.25 mm i.d. × 30 m   Temperature Inj. & Det. 250 ℃ & 280 ℃        Column 50 ℃ (10min) → 250 ℃ (0min) 10 ℃ / min               Split Rate splitless   Carrier gas He 1.0mL / min   Measurement mode SIM method   Measurement mass number (m / z) formaldehyde 175   Injection volume 1uL injection

Example 4 (TFBA-Cylindrical tube type collection evaluation) Glass container for thin layer chromatography (length x width x height =
0.5 mL of 1.0 mg / mL formaldehyde in methanol was added to 20 × 8 × 21 cm), and the mixture was sealed and 2.0 hours later, a TFBA-cylindrical tube was put therein, and the mixture was left for 24 hours. Next, the TFBA-cylindrical tube was taken out, the whole amount of the cylindrical tube filling was taken out in a beaker, and acetonitrile (10 m
L) was added and left standing for 30 minutes, and the solution was added to the above G
It was measured under C / MS conditions. As a result, 0.067 mg of formaldehyde was collected.

[0035]

EFFECT OF THE INVENTION By using the passive sampler for collecting carbonyl compounds of the present invention, quantitative analysis of carbonyl compounds can be performed more easily, with higher sensitivity and higher accuracy than conventional methods. In other words, carbonyl compounds such as formaldehyde in the atmosphere can be easily and efficiently collected without the need for operations such as suction with a pump, and highly sensitive and accurate quantitative analysis of carbonyl compounds. Became possible. Therefore, the carbonyl compound-capturing passive sampler of the present invention is preferably used for sampling at many points, unmanned sampling, sampling in a living space, and the like.

─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. ⁷ Identification code FI theme code (reference) G01N 30/48 G01N 30/48 P 30/88 30/88 C F term (reference) 2G052 AA03 AB11 AB22 AD02 BA05 BA11 CA02 ED03 4G066 AA22C AB13B AB21B AC02C AC14C AC17C AE10C BA36 CA21 CA52 DA03 DA08 EA20 FA03 FA11 GA11

Claims (12)

[Claims] 1. The following structural formula (1): [Wherein R ¹ , R ² , R ³ , R ⁴ and R ⁵ each independently represents a hydrogen atom, a halogen atom, an alkyl group, a haloalkyl group, an alkoxy group, a haloalkoxy group, an aryl group or a haloaryl group, R ⁶ and R ⁷ represent a hydrogen atom or an alkyl group (provided that when R ⁶ and R ⁷ are hydrogen atoms, at least one of R ¹ , R ² , R ³ , R ⁴ and R ⁵ is
Is not a fluorine atom)], and a cation exchanger holding a derivatizing agent for carbonyl compounds, and a support containing the cation exchanger. sampler. 2. The carbonyl compound-trapping support according to claim 1, wherein the support has a cation exchanger on its surface or contains a cation exchanger in its material. Passive sampler. 3. The passive sampler for collecting carbonyl compounds according to claim 1, wherein all or a main part of the support is permeable. 4. The length and width of the support are 10 times or more the thickness of the support.
Passive sampler for collecting carbonyl compounds. 5. The passive sampler for collecting carbonyl compounds according to claim 4, wherein the support has a thickness of 2 mm or less. 6. The passive sampler for collecting carbonyl compounds according to claim 1, wherein the support has an accommodating portion therein and accommodates the cation exchanger in the accommodating portion. 7. The passive sampler for collecting carbonyl compounds according to claim 6, wherein the support has a cylindrical shape. 8. The passive sampler for collecting carbonyl compounds according to claim 7, wherein all or a major part of the side surface of the support is permeable. 9. A derivatizing agent for a carbonyl compound is O-
(Haloalkylbenzyl) hydroxylamine-based compound or O- (haloalkoxybenzyl) hydroxylamine-based compound, The passive sampler for collecting carbonyl compounds according to any one of claims 1 to 8, wherein 10. A derivatizing agent for a carbonyl compound is O.
The passive sampler for collecting carbonyl compounds according to claim 9, which is-(4-trifluoromethoxybenzyl) hydroxylamine. 11. The cation compound-capturing agent according to claim 1, wherein the cation exchanger carrying the derivatizing agent for a carbonyl compound is a resin, cellulose or silica gel having a cation exchange group introduced therein. Collective passive sampler. 12. The passive sampler for collecting carbonyl compounds according to claim 11, wherein the cation exchange group is a carboxylic acid group or a sulfonic acid group.