WO2020026777A1

WO2020026777A1 - Seal member, stopcock, reaction device, and method for producing chemical product

Info

Publication number: WO2020026777A1
Application number: PCT/JP2019/027788
Authority: WO
Inventors: 浩平鳥飼
Original assignee: 国立大学法人九州大学
Priority date: 2018-07-31
Filing date: 2019-07-12
Publication date: 2020-02-06
Also published as: JPWO2020026777A1; JP7386538B2

Abstract

This stopcock comprises at least two pipe bodies, a stopcock main body part linking the pipe bodies, and a seal member attached to the stopcock main body part. The seal member has a holding part that holds a sample, and moves the sample from one pipe-body side to another pipe-body side.

Description

Seal member, cock, reaction device, and method for producing chemical product

The present disclosure relates to a method for manufacturing a seal member, a cock, a reaction device, and a chemical product.

実験 When conducting experiments using chemical substances or manufacturing chemical products, it may be necessary to suppress intrusion of air or the like into the reactor in order to reduce by-products and suppress the decomposition of reaction products. In such a case, for example, it is possible to put the reactor in a glove box filled with an inert gas as described in Patent Document 1 and supply the raw material therein or perform various operations. Required. Work using such a glove box must be performed by wearing gloves directly connected to the box.

JP 2013-240850 A

作業 Since the work in the glove box is performed while wearing gloves, it is difficult to perform detailed operations with the hands, which is a burden on the operator. Further, it is necessary to replace the inside of the glove box with an inert gas after installing an experimental device or a manufacturing device in the glove box. For this reason, time and labor are required for preparation, and as a result, work efficiency is reduced. Thus, the present disclosure provides a seal member, a cock, and a reaction device capable of improving work efficiency when handling a chemical substance. Further, the present invention provides a method for manufacturing a chemical product, which can efficiently manufacture a chemical product.

A seal member according to an aspect of the present disclosure is a seal member provided between at least two tubes, has a holding portion for holding a sample, and moves a sample from one tube to the other tube. It is configured to be possible. Such a sealing member can move a sample while having a sealing property with a simple configuration, so that the working efficiency when handling a chemical substance can be improved.

(4) The holding portion may be formed of a concave portion for accommodating the sample, and the concave portion may pivot to move the sample from one tube side to the other tube side. By having the concave portion for accommodating the sample, the amount of the sample that can be held and moved can be increased.

The seal member is rotatably attached to a cock body that connects at least two pipes, and has a sliding portion that slides on an inner wall surface of the cock body, and the holding portion is defined by the sliding portion. May be provided in a region where By having such a sliding portion, the sealing property of the sealing member can be sufficiently improved.

The seal member may be slidably attached to a cock body connecting at least two pipes. Thus, the sample can be moved by a simple operation. The seal member may be slid relative to the cock body such that a state in which the holding portion communicates with the flow path of one tube and a state in which the holding portion communicates with the other tube are switched.

A seal member according to an aspect of the present disclosure is a seal member provided between at least two pipes, which is slidably attached to a cock body that connects at least two pipes, and includes a seal member. The inner wall surface of the cock body that connects the through-hole and the two pipes constitutes a holding part for holding the sample, and is configured to be able to move the sample from one tube side to the other tube side. Such a sealing member can move a sample while having a sealing property with a simple configuration, so that the working efficiency when handling a chemical substance can be improved.

The at least two tubes may have a first tube and a second tube. In this case, the seal member may be configured to be able to move the sample from the first tube side to the second tube side without communicating the first tube and the second tube. Thereby, the space between the first tube and the second tube can be sufficiently shut off.

A seal member according to an aspect of the present disclosure is a seal member rotatably attached to a cock body, a sliding portion that slides on an inner wall surface of the cock body when rotating, a sliding portion, And a concave portion formed in a region defined by the rotary member and configured to be able to hold and discharge the sample by rotating with the rotation.

Such a seal member can hold and discharge a sample by a simple operation of rotating the seal member with a simple configuration. Further, since the concave portion is formed in the area defined by the sliding portion, the sealing property is sufficiently excellent. Therefore, work efficiency when handling chemical substances can be improved.

コック A cock according to an aspect of the present disclosure includes at least two pipes, a cock body that connects them, and any one of the above-described seal members attached to the cock body. This cock has a simple structure and has a seal member capable of holding and releasing a sample while having a sealing property, so that the working efficiency when handling a chemical substance can be improved.

反応 A reaction device according to an aspect of the present disclosure includes the seal member and the reactor, and the sample falls from the holding unit into the reactor. This reaction device drops the sample held by the holding unit into the reactor. Since such a reaction apparatus drops a sample into the reactor while having a sealing property with a simple configuration, it is possible to improve work efficiency when handling a chemical substance.

反応 A reaction device according to an aspect of the present disclosure includes a seal member and a reactor, and a sample falls into the reactor from the recess. This reaction device drops the sample held in the recess into the reactor. Since such a reaction apparatus drops a sample into the reactor while having a sealing property with a simple configuration, it is possible to improve work efficiency when handling a chemical substance.

化学 A method of manufacturing a chemical product according to an aspect of the present disclosure includes a step of manufacturing a chemical product using the above-described reaction apparatus. In this manufacturing method, a chemical product can be efficiently manufactured because the above-described reaction apparatus is used.

According to the present disclosure, it is possible to provide a seal member, a cock, and a reaction device capable of improving work efficiency when handling a chemical substance. In addition, it is possible to provide a method of manufacturing a chemical product that can efficiently manufacture a chemical product.

It is a figure showing a seal member and a cock concerning a 1st embodiment. It is a figure showing a seal member and a cock concerning a 1st embodiment. It is an exploded view of the cock concerning a 1st embodiment. It is a figure of a reaction device concerning a 1st embodiment. It is a figure showing a seal member concerning a 2nd embodiment. It is a figure showing a seal member and a cock concerning a 3rd embodiment. It is a figure showing a seal member and a cock concerning a 3rd embodiment. It is a figure showing a seal member and a cock concerning a 3rd embodiment. It is a figure showing a seal member and a cock concerning a 4th embodiment. It is a figure showing a seal member and a cock concerning a 4th embodiment.

Hereinafter, some embodiments of the present disclosure will be described with reference to the drawings as necessary. However, each of the following embodiments is an example for explaining the present disclosure, and is not intended to limit the present disclosure to the following contents. In the description, the same elements or elements having the same functions will be denoted by the same reference symbols, and duplicate description will be omitted in some cases. Unless otherwise specified, the positional relationship such as up, down, left, and right is based on the positional relationship shown in the drawings. Further, the dimensional ratio of each element is not limited to the illustrated ratio.

FIG. 1 is a diagram showing a seal member and a cock according to the first embodiment. The cock 60 in FIG. 1 includes a cock body 40, a first tube 20 and a second tube 30, which are connected to the cock body 40 so as to sandwich the cock body 40, for example, from above and below, and a cock body 40. And a seal member 10 that is inserted between the first tubular body 20 and the second tubular body 30 to block the space between the first tubular body 20 and the second tubular body 30. The seal member 10 has both a sealing function of suppressing gas intrusion, a function of holding the sample, and a function of moving the sample from the first tube 20 to the second tube 30.

The seal member 10 has a handle portion 14 at one end, a fixed portion 16 at the other end, and a sliding portion 18 between both ends. The movement of the seal member 10 in the horizontal direction in FIG. The fixing portion 16 is screwed with the fixing member 52 via the packing 50, and the seal member 10 rotates with respect to the cock main body 40 integrally with the packing 50 and the fixing member 52.

When the seal member 10 rotates with respect to the cock main body 40, the sliding portion 18 of the seal member 10 slides on the inner wall surface 42 of the cock main body 40. The concave portion 12 is defined by the sliding portion 18, and the seal member 10 rotates while the sliding portion 18 slides on the inner wall surface 42. For this reason, the cock 60 can maintain good sealing performance even while the seal member 10 is rotating with respect to the cock main body 40. For example, it is possible to suppress gas from flowing from the first tube 20 to the second tube 30 and to prevent outside air from entering from a gap between the cock body 40 and the seal member 10.

As shown in FIG. 1, when the sample is introduced from the first tube 20 while the recess 12 is exposed to the flow path of the first tube 20, the sample is held in the recess 12. The concave portion 12 may be formed in, for example, a mortar shape, a funnel shape, or a hemispherical shape so as to expand in a direction from the rotation axis of the seal member 10 toward the peripheral surface, from the viewpoint of sufficiently facilitating accommodation and release of the sample. The outer edge of the concave portion 12 may be angular from the viewpoint of preventing the sample from entering between the sliding portion 18 and the inner wall surface 42.

FIG. 2 is a view showing the same cock 60 as FIG. 1, and shows a state different from the state of FIG. FIG. 2 shows a state where the seal member 10 is rotated half a turn from the state shown in FIG. The seal member 10 can be rotated by operating the handle portion 14. When the seal member 10 is rotated from the state shown in FIG. 1, the fixing member 52 and the packing 50 may also rotate together. At this time, the packing 50 may rotate while sliding on the end face of the cock main body 40.

(4) When the seal member 10 makes a half turn with respect to the cock main body 40, the concave portion 12 turns with the rotation of the seal member 10 and is exposed to the flow path of the second pipe 30. As shown in FIGS. 1 and 2, when the second tube 30 is located below the first tube 20, when the state shown in FIG. 2 is reached, the sample accommodated in the recess 12 in the state shown in FIG. After turning, it falls in the flow path of the second pipe 30 by gravity. As described above, since the cock 60 can discharge the sample from the concave portion 12 using gravity, the sample can be introduced into a reactor or the like connected below the second tube 30 by a very simple operation.

(2) After the sample is dropped from the concave portion 12 in the state of FIG. In this state, the sample may be introduced again into the concave portion 12 via the flow path of the first tube 20. As described above, the concave portion 12 corresponding to the sample holding section can repeatedly store (hold) and release the sample.

The seal member 10 does not have a through hole that allows the first tube 20 and the second tube 30 to communicate with each other. For this reason, the flow of a medium such as gas between the first tube 20 and the second tube 30 can be suppressed. In addition, the seal member 10 has the sliding portion 18 that slides on the inner wall surface 42 of the cock main body 40 during rotation, whereby the flow path of the second pipe 30 is continuously sealed. That is, the concave portion 12 is surrounded by the sliding portion 18 and is formed in a region defined by the sliding portion 18. For this reason, even when the concave portion 12 is exposed to the flow path of the second pipe 30, the inner wall surface 42 of the cock main body 40 and the sliding portion 18 are in contact with each other. Of the outside air into the flow path of the second pipe 30 can be sufficiently suppressed.

The cock 60 introduces the sample into the recess 12 in the state shown in FIG. 1 and discharges the sample from the recess 12 in the state shown in FIG. While the handle portion 14 is being operated to change from the state of FIG. 1 to the state of FIG. 2, the gap between the first tube 20 and the second tube 30 is continuously blocked by the seal member 10. . As described above, the cock 60 is excellent not only in airtightness but also in blocking property between the first tube 20 and the second tube 30. Therefore, the cock 60 is particularly useful as a sample supply device for a reaction device requiring high airtightness and high shutoff performance.

The sample may be a liquid sample or a solid sample. The type of the sample is not particularly limited, and may be an organic substance, an inorganic substance, or a mixture thereof. For example, it may be a sample used as a raw material for an organic synthesis reaction that needs to sufficiently suppress intrusion of air and moisture. Thereby, for example, various organic compounds such as organic materials, medicines, and agricultural chemicals can be efficiently produced.

If the sample is a liquid, the sample can be introduced into the reactor while maintaining airtightness by, for example, cannulation. However, if the sample is solid, it cannot be introduced by cannulation. For this reason, the seal member 10 and the cock 60 of the present embodiment are particularly useful when it is necessary to introduce a sample that does not dissolve in a solvent or a sample that does not easily dissolve. In the case of cannulation, it may be necessary to use a solvent unnecessary for the reaction in particular.However, the cock of the present embodiment can introduce a sample without using a solvent unnecessary for the reaction. There is an advantage.

FIG. 3 is an exploded view showing the cock 60 in an exploded manner. The sliding portion 18 between the handle portion 14 and the fixed portion 16 of the seal member 10 is tapered so as to become thinner from the handle portion 14 toward the fixed portion 16. The seal member 10 is inserted into the cock main body 40 and the packing 50, and is rotatably attached to the cock main body 40 by screwing the fixing portion 16 and the fixing member 52 together. The method of fixing the seal member 10 to the cock main body 40 is not limited to such a method, and a method capable of being rotatably fixed can be appropriately employed.

The seal member 10 may be made of, for example, resin, glass, or metal. It may be made of resin or glass from the viewpoint of improving sealing properties and corrosion resistance. Further, it may be made of resin from the viewpoint of ease of processing or slidability. The resin may be a fluororesin from the viewpoint of improving durability. When the seal member 10 is made of glass, at least the sliding portion 18 may be made of rubbed glass or resin from the viewpoint of improving airtightness and operability. The cock main body 40 may be made of glass, resin, or metal.

FIG. 4 is a diagram showing a reaction device according to the first embodiment. The reaction device 100 includes a reactor 70 and a cock 60 connected to the reactor 70. The reactor 70 may be, for example, a glass flask having a main pipe 71 and a side pipe 72. The cock 60 is arranged so that the first tube 20 is located above the cock body 40 and the second tube 30 is located below the cock body 40. Is inserted into the main pipe 71. A detachable plug 86 is attached to the opening of the first tube 20. If the plug 86 is removed and the sample is introduced from the opening of the first tube 20, the sample can be stored in the concave portion of the sealing member 10 provided in the cock 60.

バルブ A valve 74 is connected to the side pipe 72 of the reactor 70. A needle 84 communicating with the manifold 82 is penetrated and connected to the cap 76 attached to the tip of the valve 74. By operating the valve 74, an inert gas such as an argon gas can be supplied from the manifold 82 into the reactor 70, or the pressure in the reactor 70 can be reduced.

冷媒 A refrigerant 90 containing dry ice is stored in the temperature control tank 95 having a stirring function, and at least a part of the reactor 70 is immersed in the refrigerant 90. If the magnetic stirrer is put into the reactor 70 together with the raw material liquid 110 and the stirring function is started, the raw material liquid 110 is stirred, and the raw material liquid 110 is cooled to a desired temperature range by heat exchange with the refrigerant 90. When the handle portion 14 of the cock 60 is operated in a state where the inside of the reactor 70 is replaced with an inert gas, the sample contained in the concave portion 12 is moved into the reactor 70 via the second tube 30. It falls and is mixed with the raw material liquid 110.

As described above, the sample can be introduced into the reactor 70 only by the simple operation of operating the handle portion 14. In addition, the cock 60 can sufficiently suppress the invasion of the outside air into the second tube 30 while blocking the space between the first tube 20 and the second tube 30. As described above, since the sealing property is excellent, the sample can be introduced into the reactor 70 by a simple operation while sufficiently preventing the invasion of the outside air into the reactor 70. Therefore, it is particularly effective when performing a reaction requiring hermeticity.

反応 The reaction device of the present disclosure is not limited to the above embodiment. The coolant may be ice water or liquid nitrogen. The temperature control tank 95 may be an oil bath, and in this case, the reactor 70 may be heated and perform the reaction under heated reflux. The reactor 70 may be a reactor having a glass lining instead of a flask. In that case, the reactor may be a jacket type so that it can be heated by steam or the like.

FIG. 5 is a diagram illustrating a seal member according to the second embodiment of the present disclosure. 5 includes a shutter portion 12A, and is provided between the first tubular body 20 and the second tubular body 30. The shutter unit 12A has both a function as a sample holding unit and a function of shutting off between the first tube 20 and the second tube 30. If a sample is introduced from the first tube 20 with the shutter 12A closed, the sample is held on the shutter 12A. Then, when the shutter portion 12 A is opened by operating the lever 17, the sample moves from the first tube 20 to the second tube 30 and is discharged into the flow path of the second tube 30.

試料 The sample discharged into the flow path of the second tube 30 is introduced into, for example, a reactor connected below the second tube 30. Thereafter, when the shutter 12A is closed, the shutter 12A can repeatedly hold and release the sample. In the present embodiment, the sample can be held and released only by opening and closing the shutter 12A. Since the sample can be held and moved with a simple configuration as described above, it is possible to improve the working efficiency when handling a chemical substance.

FIGS. 6 to 8 are views showing a seal member and a cock according to the third embodiment of the present disclosure. The cock 62 in FIG. 6 is connected to a cock body 40A having a cylindrical shape, a cylindrical seal member 10A slidably and rotatably attached to the cock body 40A, and an upper side of the cock body 40A. A first pipe 20 and a second pipe 30 connected to the lower side of the cock body 40A. The seal member 10A has a handle portion 14A on the base end side. The sealing member 10A is inserted into the cock main body 40A from the distal end side.

リング Three ring-shaped sliding

portions

18A, 18B, 18C are attached to the seal member 10A along the circumferential direction. The sliding

portions

18A, 18B, 18C are, for example, resin rings. When the sealing member 10A is rotated or slid with respect to the cock body 40A, the sliding

portions

18A, 18B, 18C rotate or slide while sliding on the inner wall surface 42A of the cock body 40A. The sliding

portions

18A, 18B, 18C are attached at predetermined intervals in this order from the distal end to the proximal end of the seal member 10A. The recess 12 is formed in a region defined by the sliding portion 18A and the sliding portion 18B. A gas hole 44 is provided at the distal end of the cock body 40A facing the distal end of the seal member 10A. By providing the gas holes 44, gas can be circulated between the inside and the outside of the cock main body 40A.

The first tube 20 is connected to the distal end of the cock body 40A, while the second tube 30 is connected to the center of the cock body 40A. That is, the first tube 20 and the second tube 30 are connected to be shifted from each other when viewed along the sliding direction. When such a cock 62 is used, the sample is moved from the first tube 20 to the second tube 30 by the following operation.

。As shown in FIG. 6, the seal member 10A is inserted into the cock body 40A. If the gas hole 44 is opened when the seal member 10A is inserted, the gas hole 44 functions as a gas vent in the cock main body 40A, and the insertion of the seal member 10A can be performed smoothly. Then, the seal member 10A is rotated with respect to the cock main body portion 40 using the handle portion 14A, and the positioning is performed so that the concave portion 12 formed in the seal member 10A is exposed to the flow path of the first pipe 20. After the alignment, the sample is introduced from the flow path of the first tubular body 20 and accommodated in the recess 12. At this time, since the flow path of the second tubular body 30 is located between the sliding portion 18B and the sliding portion 18C, the airtightness of the flow passage of the second tubular body 30 is maintained well.

Next, an operation of sliding the handle portion 14A with respect to the cock main body portion 40A is performed so that the connecting portion between the cock main body portion 40A and the second pipe 30 is positioned between the sliding

portions

18A and 18B. I do. This brings the cock 62 into the state shown in FIG. In this operation, if the gas hole 44 is opened, the gas hole 44 functions as a gas inlet, and the sliding of the seal member 10A can be performed smoothly. In this state, the sample is held in the recess 12.

Next, the handle member 14A is operated to rotate the seal member 10A half a turn with respect to the cock main body 40A, and the concave portion 12 is turned downward and the cock 62 is brought into the state shown in FIG. The concave portion 12 turns with the rotation of the seal member 10 A and is exposed to the flow path of the second pipe 30. Also at this time, since the concave portion 12 is formed in a region defined by the sliding portion 18A and the sliding portion 18B, the airtightness of the flow path of the second pipe 30 is favorably maintained. As shown in FIGS. 6 to 8, when the second pipe 30 is located below the first pipe 20, when the state shown in FIG. 8 is reached, the second pipe 30 is accommodated in the recess 12 in the state shown in FIGS. The sample that has fallen falls in the flow path of the second tubular body 30 by gravity. As described above, since the sample can be dropped using gravity, the sample can be introduced into a reactor or the like connected below the second tubular body 30 by a very simple operation.

後 After the sample is dropped from the concave portion 12 in the state of FIG. 8 and the seal member 10A is further rotated half a turn with respect to the cock body 40A, the state returns to the state of FIG. Then, if the seal member 10A is slid and inserted into the cock main body 40A, the state returns to the state of FIG. At this time, if the gas hole 44 is opened, the insertion of the sealing member 10A can be performed smoothly. In the state of FIG. 6, the sample may be introduced again into the concave portion 12 via the flow path of the first tube 20. As described above, the concave portion 12 corresponding to the sample holding section can repeatedly store (hold) and release the sample.

The seal member 10A does not have a through-hole that allows the first tube 20 and the second tube 30 to communicate with each other. For this reason, the flow of a medium such as gas between the first tube 20 and the second tube 30 can be suppressed. The seal member 10A has sliding

portions

18A, 18B, and 18C that slide on the inner wall surface 42 of the cock main body 40A when the seal member 10A slides and rotates. It does not communicate with the outside. For this reason, even while the handle portion 14 is being operated, intrusion of outside air from both ends of the cock main body 40A into the second tubular body 30 can be sufficiently suppressed.

The cock 62 introduces the sample into the recess 12 in the state shown in FIG. 6, and discharges the sample from the recess 12 in the state shown in FIG. Also, while the handle portion 14A is being operated to change from the state of FIG. 6 to the state of FIG. 8 (for example, also including the state of FIG. 7), the distance between the first pipe 20 and the second pipe 30 is , Are continuously interrupted by the sliding

portions

18A and 18B. As described above, the cock 62 is excellent not only in airtightness but also in blocking property between the first tube 20 and the second tube 30. Therefore, the cock 62 is particularly useful as a sample supply device for a reaction device requiring high airtightness and high shutoff performance.

FIGS. 9 and 10 are views showing a seal member and a cock according to the fourth embodiment of the present disclosure. The cock 64 shown in FIG. 9 includes a cock body 40C, a seal member 10C slidably attached to the cock body 40C, a first tube 20 connected to an upper side of the cock body 40C, and a cock body. And a second pipe 30 connected to the lower side of 40C. The seal member 10C has a handle portion 14C on the base end side. The sealing member 10C is inserted into the cock main body 40C from the distal end side. The cock main body 40C and the seal member 10C may have a columnar shape, or may have a prismatic shape such as a square pole.

リング Three ring-shaped sliding

portions

18A, 18B, 18C are attached to the seal member 10C along the surface thereof. The sliding

portions

18A, 18B, 18C are, for example, resin rings. When the seal member 10C is slid with respect to the cock body 40C, the sliding

portions

18A, 18B, 18C rotate or slide while sliding on the inner wall surface 42C of the cock body 40C. The sliding

portions

18A, 18B, 18C are attached at predetermined intervals in this order from the distal end to the proximal end of the seal member 10C.

The seal member 10C has a through hole 12B penetrating the seal member 10C in a region defined by the sliding portion 18A and the sliding portion 18B. The through hole 12 B and the inner wall surface 42 C of the cock main body 40 C constitute a holder for the sample supplied from the first tube 20.

ガス A gas hole 44 is provided at the tip of the cock body 40C facing the tip of the seal member 10C. By providing the gas holes 44, gas can be circulated between the inside and the outside of the cock main body 40C.

While the first tube 20 is connected to the distal end of the cock body 40C, the second tube 30 is connected to the center of the cock body 40C. That is, the first tube 20 and the second tube 30 are connected to be shifted from each other when viewed along the sliding direction. When such a cock 62 is used, the sample is moved from the first tube 20 to the second tube 30 by the following operation.

。As shown in FIG. 9, the seal member 10C is inserted into the cock body 40C. If the gas hole 44 is opened when the seal member 10C is inserted, the gas hole 44 functions as a gas vent in the cock main body 40C, and the insertion of the seal member 10C can be performed smoothly. In the state of FIG. 9, the seal member 10C and the cock body 40C are aligned so that the through hole 12B formed in the seal member 10C communicates with the flow path of the first pipe 20. Positioning can be performed by sliding the seal member 10C with respect to the cock main body 40 using the handle 14C. In the state shown in FIG. 9, the sample is introduced from the flow path of the first tubular body 20, and the sample is introduced and held in the through hole 12B. At this time, since the flow path of the second tubular body 30 is located between the sliding portion 18B and the sliding portion 18C, the airtightness of the flow passage of the second tubular body 30 is maintained well.

Next, the user grips the handle 14C and slides the seal member 10C with respect to the cock main body 40C to obtain the state shown in FIG. In this operation, if the gas hole 44 is opened, the gas hole 44 functions as a gas inlet, and the sliding of the seal member 10C can be performed smoothly. In the state of FIG. 10, the through hole 12 B communicates with the flow path of the second pipe 30. Also at this time, since the through hole 12B is formed between the sliding portion 18A and the sliding portion 18B, the airtightness of the flow path of the second pipe 30 is favorably maintained.

As shown in FIGS. 9 and 10, when the second tube 30 is lower than the first tube 20, the state shown in FIG. 10 is retained in the through hole 12B in the state shown in FIG. The sample falls downward in the flow path of the second tube 30 by gravity. As described above, since the sample can be dropped using gravity, the sample can be introduced into a reactor or the like connected below the second tubular body 30 by a very simple operation.

後 After dropping the sample from the through hole 12B in the state of FIG. 10 and slidingly inserting the seal member 10C into the cock body 40C, the state returns to the state of FIG. At this time, if the gas hole 44 is opened, the insertion of the seal member 10C can be performed smoothly. In the state of FIG. 9, the sample may be introduced again into the through-hole 12B via the flow path of the first tube 20. As described above, the seal member 10C and the cock 64 can repeatedly hold and release the sample.

ため Since the seal member 10C has the through hole 12B, the sample can be moved from the first tube 20 to the second tube 30 by sliding the seal member 10C with respect to the cock body 40C. Since the through-hole 12 B does not communicate with both the first tube 20 and the second tube 30 at the same time, the flow of a medium such as a gas between the first tube 20 and the second tube 30 is suppressed. it can. Further, the seal member 10C has sliding

portions

18A, 18B, and 18C that slide on the inner wall surface 42 of the cock main body 40C when the seal member 10C slides, and the flow path of the second pipe 30 communicates with the outside. It does not communicate. For this reason, even while the handle 14C is being operated, intrusion of outside air into the second pipe 30 from both ends of the cock main body 40C can be sufficiently suppressed.

The cock 64 introduces the sample into the through hole 12B in the state shown in FIG. 9 and discharges the sample from the through hole 12B in the state shown in FIG. Also, while the handle 14C is being operated to change from the state of FIG. 9 to the state of FIG. 10, the sliding

portions

18A and 18B continue between the first tube 20 and the second tube 30. And be cut off. As described above, the cock 62 is excellent not only in airtightness but also in blocking property between the first tube 20 and the second tube 30. Therefore, the cock 64 is particularly useful as a sample supply device for a reaction device requiring high airtightness and high shutoff performance.

シール The

seal members

10, 10A, 10B, 10C and the

cocks

60, 62, 64 according to the above embodiments can be used by connecting to various reactors. For example, a reactor used for a reaction that needs to be performed in an inert gas atmosphere is required to have high airtightness in order to prevent inflow of outside air (oxygen). You may connect and use such a reactor.

シール The seal member, the cock, and the reaction device of the present disclosure can introduce a sample into the reactor by a simple operation without complicating the structure of the device and maintaining high sealing performance and airtightness. Therefore, work efficiency when handling chemical substances can be improved. In addition, by performing a step of manufacturing a chemical product using such a reactor, a chemical product can be efficiently and stably manufactured. The chemical product can be, for example, a compound such as an organic or inorganic compound. Further, it may be a final product or an intermediate product.

Although some embodiments have been described above, the present disclosure is not limited to the above embodiments. For example, each of the cocks of the above-described embodiments has two tubes, but may have three or more tubes. For example, when three tubes are provided, the first sample may be introduced from the first tube, the first sample may be held in the holding unit, and the first sample may be discharged to the second tube. Thereafter, the second sample may be introduced from the first tube, the second sample may be held in the holding unit, and the second sample may be discharged to the third tube. In this way, the first sample and the second sample of different types may be configured to be discharged into separate tubes.

4 The reaction apparatus of FIG. 4 may have the

cock

62 or 64 instead of the cock 60, or may have the sealing member 10B shown in FIG. The shutter portion 12A of the seal member 10B, the

handle portions

14 and 14A of the

seal members

10 and 10A, and the handle portion 14C of the seal member 10C may be configured to be manually operated, and may be automatically operated by a control device (not shown). It may be configured to be operated. The shape of the seal member 10 is not particularly limited, and may be, for example, a ball shape.

The content of the present invention will be described in more detail with reference to Examples and Comparative Examples, but the present invention is not limited to the following Examples.
(Example 1)
A glycosylation reaction represented by the following reaction formula (1) was performed using a reaction apparatus 100 having the cock 60 shown in FIGS. The specific procedure was as follows.

The inside of the flask containing the stirrer and Molecular Sieve 4A (20 mg) was replaced with argon gas. Dichloromethane (0.50 mL), N-iodosuccinimide (68.1 mg, 303 μmol), compound (I) (50.6 mg, 84.2 μml) in the above reaction formula (1) and alcohol compound (50.6 mg, 84.2 μml) in the above reaction formula (1) A solution of II) (48.1 mg, 84.3 μmol) was placed in a flask corresponding to reactor 70.

The plug 86 is opened, and powdered indium triflate (In (OTf) ₃ , 141 mg, 251 μmol) is placed in the concave portion 12 of the seal member 10 whose angle is adjusted so that the concave portion 12 faces upward as shown in FIG. Housed. Thereafter, the stopper 86 was closed, the seal member 10 was rotated, and indium triflate was dropped into the flask via the second tube 30 and mixed with the solution. The mixture in the flask was cooled by putting dry ice and ethanol in the temperature control tank 95, and reacted at -78 ° C to -40 ° C for 45 minutes while stirring with a stirrer. Thereafter, a dichloromethane solution (alcohol concentration: 1 M) of an alcohol of the following formula (IV) (125 μL, 125 μmol) dissolved in dichloromethane was added to the reaction solution at −78 ° C., and the temperature was raised to 0 ° C. over 60 minutes with stirring. Then, a saturated aqueous solution of sodium thiosulfate and sodium hydrogen carbonate was added to terminate the reaction.

有機 The organic layer was dehydrated using anhydrous sodium sulfate and concentrated under reduced pressure. The concentrate was purified by silica gel chromatography (solvent: hexane / ethyl acetate = 10/1 to 5/1) to obtain a colorless product. As a result of analysis of the product, it was confirmed that the reaction represented by the above reaction formula (1) was in progress. The yield of the glucopyranoside represented by the formula (III) (58.7 mg, 54.0 μmol) was 64%.

The analysis results for glucopyranosides were as follows.
・ Comparative light intensity: [α] _D ²¹ +11.15 (c 0.90, CHCl ₃ )
・ Refractive index: R _f = 0.43 (hexane / EtOAc = 2/1)
・ IR analysis: 2891, 1727, 1271, 1094, 1027, 700 cm ^-1

・¹ H NMR (400 MHz, C ₆ D ₆ ): δ 8.18 (dd, J = 7.6, 1.2 Hz, 2H), 8.09 (dd, J = 7.6, 1.2 Hz, 2H), 7.58 (dd, J = 7.6 , 2.0 Hz, 2H), 7.47 (dd, J = 7.6, 2.0 Hz, 2H), 7.30 (d, J = 6.9 Hz, 2H), 7.22 (dd, J = 7.6, 7.6 Hz, 2H), 7.14-6.88 (m, 21H), 6.07 (dd, J = 10.8, 9.6 Hz, 1H), 5.84 (dd, J = 10.8, 7.8 Hz, 1H), 5.34 (d, J = 6.4 Hz, 1H), 5.26 (s, 1H), 5.17 (d, J = 6.4 Hz, 1H), 5.11 (d, J = 6.4 Hz, 1H), 5.06 (d, J = 6.4 Hz, 1H), 4.90 (d, J = 11.9 Hz, 1H) , 4.80-4.67 (m, 3H), 4.59 (d, J = 11.2 Hz, 1H), 4.51 (d, J = 7.8 Hz, 1H), 4.43 (d, J = 11.2 Hz, 1H), 4.36 (d, J = 7.8 Hz, 1H), 4.26 (dd, J = 10.3, 4.8 Hz, 1H), 4.22-4.10 (m, 2H), 4.04 (dd, J = 9.2, 7.8 Hz, 1H), 3.87 (ddd, J = 9.6, 6.0, 6.0 Hz, 1H), 3.81-3.66 (m, J = 7.1 Hz, 2H), 3.66-3.38 (m, 3H), 3.34-3.17 (m, 2H), 2.48 (dd, J = 8.0 , 6.8 Hz, 2H), 1.79-1.55 (m, 2H)

・¹³ C NMR (100 MHz, C ₆ D ₆ ): δ 166.0, 165.6, 141.9, 138.8, 138.7, 138.2, 138.1, 133.2, 133.1, 130.3, 130.2, 130.1 (2C), 130.0 (2C), 129.1, 128.9 (3C), 128.7 (3C), 128.6 (3C), 128.6 (5C), 128.5 (4C), 127.9 (4C), 127.6, 126.8 (3C), 126.0 (2C), 104.5, 101.8, 101.2, 95.6, 95.4 , 81.4, 77.9, 77.4, 76.8, 75.9, 75.4, 74.9, 72.8, 70.3, 70.0, 69.0, 69.0, 68.7, 66.6, 32.1, 32.4
And high resolution mass spectrometry (HRESIMS): m / z 1109.4303 [M + Na] + (calcd for C 65 H 66 NaO 15, 1109.4294)

(Comparative Example 1)
Synthesis was performed by a glycosylation reaction represented by the reaction formula (1) in the same manner as in Example 1 except that a reaction device having no cock portion as shown in FIGS. 1 and 2 was used. In Comparative Example 1, the stopper at the top of the flask was opened, and powdered indium triflate was directly introduced into the flask. After the introduction, the stopper was immediately closed, and synthesis was performed under the same conditions as in Example 1. When the product obtained by performing a series of operations was analyzed, the yield of the glucopyranoside represented by the formula (III) was 1% or less. It is considered that the reason why the yield was reduced as described above is that when indium triflate was introduced, outside air entered and water contained in the outside air inhibited the reaction.

According to the present disclosure, a seal member, a cock, and a reaction device capable of improving work efficiency when handling a chemical substance are provided. Further, a method of manufacturing a chemical product capable of efficiently manufacturing a chemical product is provided.

10, 10A, 10B, 10C: seal member, 12: concave portion (holding portion), 12A: shutter portion (holding portion), 14, 14A: handle portion, 14C: handle portion, 16: fixing portion, 17: lever, 18 , 18A, 18B, 18C: sliding portion, 20, 30: tube, 40, 40A, 40C: cock body, 42, 42A, 42C: inner wall surface, 44: gas hole, 50: packing, 52: fixing member , 60, 62, 64 ... cock, 70 ... reactor, 71 ... main pipe, 72 ... side pipe, 74 ... valve, 76 ... cap, 82 ... manifold, 84 ... needle, 86 ... plug, 90 ... refrigerant, 95 ... Temperature control tank, 100: reactor, 110: raw material liquid.

Claims

A seal member provided between at least two pipes,
A holding unit for holding the sample,
A seal member configured to be able to move the sample from one tube side to the other tube side.
The holding unit is configured by a concave portion that accommodates the sample,
The seal member according to claim 1, wherein the concave portion turns to move the sample from one tube side to the other tube side.
Rotatably attached to a cock body connecting at least two pipes,
Having a sliding portion that slides on the inner wall surface of the cock body,
The seal member according to claim 1, wherein the holding portion is provided in a region defined by the sliding portion.
The seal member according to any one of claims 1 to 3, wherein the seal member is slidably attached to a cock body that connects at least two pipes.
A seal member provided between at least two pipes,
Slidably attached to a cock body connecting at least two pipes,
An inner wall surface of the cock body that connects the through-hole and the two pipes that penetrate the seal member constitutes a holding unit that holds the sample,
A seal member configured to be able to move the sample from one tube side to the other tube side.
At least two tubes have a first tube and a second tube,
The seal according to any one of claims 1 to 5, wherein the sample is configured to be movable from the first tubular body side to the second tubular body side without communicating the first tubular body and the second tubular body. Element.
A seal member rotatably attached to the cock body,
A sliding portion that slides on the inner wall surface of the cock main body during rotation,
A recess formed in an area defined by the sliding portion, the recess being configured to be able to hold and discharge the sample by rotating with rotation.
(8) A cock including at least two pipes, a cock body for connecting the two, and a seal member according to any one of claims 1 to 7 attached to the cock body.
A seal member and a reactor according to any one of claims 1 to 6,
A reaction device in which the sample falls into the reactor from the holding unit.
A reactor comprising the seal member according to claim 7 and a reactor,
A reactor in which the sample falls into the reactor from the recess.
A method for producing a chemical product, comprising a step of producing a chemical product using the reactor according to claim 9 or 10.