JP6352122B2 - Assembly for syringe, seal cap for outer cylinder with needle, prefilled syringe, and manufacturing method of seal cap for outer cylinder with needle - Google Patents

Description

  The present invention relates to a syringe assembly equipped with a seal cap, an outer cylinder seal cap, a prefilled syringe, and a method for manufacturing a needle-equipped outer cylinder seal cap.

  As syringes for small doses of drugs such as insulin syringes, those with a puncture needle fixed to the outer cylinder tip are used. And when comprising the prefilled syringe which filled the chemical | medical agent beforehand inside using such a type of syringe, it is necessary to seal a needle point. As such a seal cap capable of needle tip sealing, for example, those disclosed in Patent Document 1 (Special Table 2010-534546) and Patent Document 2 (USP 6719732) have been proposed.

Special table 2010-534546 USP 6719732

  The seal cap (shield 10) of Patent Document 1 covers the end of a syringe (a part of which is shown in FIG. 2 of Patent Document 1). The distal end of the syringe 3 includes a hub 2 to which the needle 6 is fixed. The shield 10 has an open proximal end 11, a closed distal end 12, and a wall 13 that extends from the proximal end 11 to the closed distal end 12. The inner surface 14 of the wall 13 defines a cavity 15 that houses a portion of the distal end of the syringe 3. For example, when the shield 10 is secured to the distal end of the syringe to protect the distal end during transport of the injection device prior to use, a portion 14a of the inner surface 14 is in contact with the hub 2 at the distal end of the syringe 3. It has become.

  As shown in FIGS. 1 to 5 of Patent Document 2, the seal cap (a device for protecting a syringe needle) of Patent Document 2 is an elastic needle cap 20 that extends in the longitudinal direction between an open base end 22 and a closed end 24. It has an inner housing 26 delimited by lateral walls 28 and end walls 30. Further, formed between the first and second portions 40 and the second portion 42 of the housing 26 to expand inwardly at the end of the second portion 42 toward the proximal end 22. An annular bead 70 (rib) is provided. In order to improve the deformability of the annular bead 70 and to facilitate the passage of pressurized steam, the bead 70 is provided with four slots 72 extending in the longitudinal direction.

  A prefillable syringe with a needle of this type is often provided as a so-called prefilled syringe in which a syringe is filled with a chemical solution. For this reason, the above-described seal cap having a function of sealing the needle tip of the outer cylinder is attached. The seal cap is often formed of a rubber material having elasticity that can be punctured by the needle tip for sealing the needle tip. In the prefilled syringe production process, a static eliminator (ionizer) is installed as a countermeasure against foreign matter adhesion to the product, and it is known that ozone is generated from the ionizer. Depending on the material of the seal cap, the resistance to ozone may be low, and the seal cap may deteriorate in the production process as described above. Moreover, since ozone is present in about 20 to 40 ppb even in a normal environment, there is a possibility that degradation due to ozone may occur even in a normal environment. In fact, the present inventor has found that, in the presence of ozone, in particular, a stressed portion such as a fitting portion with the outer cylinder deteriorates, and cracks or cracks may occur. Although addition of an additive to rubber was also studied to prevent deterioration, the possibility of drug modification in the prefilled syringe due to the additive cannot be denied. Therefore, it is desirable to impart ozone resistance without using additives as much as possible.

  Accordingly, an object of the present invention is to provide an assembly for a syringe having ozone resistance, a seal cap for an outer cylinder with a needle, a prefilled syringe, and a method for producing a seal cap for an outer cylinder with a needle, using an additive as little as possible. It is.

What achieves the above object is as follows.
(1) An outer cylinder main body having a cylindrical puncture needle fixing portion at the distal end, and a puncture needle having a puncture needle tip at the distal end and having a proximal end portion inserted and fixed to the puncture needle fixing portion. An assembly for a syringe comprising an outer cylinder and a seal cap attached to the outer cylinder, wherein the seal cap extends from a closed distal end portion, an open proximal end portion, and an open proximal end portion toward the distal end side. A cylindrical hollow portion capable of storing the puncture needle fixing portion, and a pierceable portion into which the puncture needle tip of the puncture needle inserted into the hollow portion can be inserted, and at least the An assembly for a syringe, wherein an outer surface of a portion pressed from the inside when attached to an outer cylinder is covered with a polyparaxylylene coating.
(2) The assembly for a syringe according to (1), wherein the polyparaxylylene coating is coated on the entire outer surface of the seal cap.
(3) The assembly for a syringe according to (1) or (2), wherein the material for forming the seal cap is a material that may be deteriorated by contact with ozone.
(4) The syringe assembly according to any one of (1) to (3), wherein the polyparaxylylene coating is coated on an outer surface and an inner surface of the seal cap.
(5) The syringe assembly according to any one of (1) to (4), wherein the seal cap has water vapor permeability from an outer surface side for high-pressure steam sterilization.
(6) Any of the above (1) to (5), wherein at least a part of the hollow part of the seal cap is pushed outward by the puncture needle fixing part housed in the hollow part An assembly for a syringe according to 1.

Moreover, what achieves the said objective is as follows.
(7) An outer cylinder having an outer cylinder main body having a puncture needle fixing portion at the distal end, and a puncture needle having a puncture needle tip at the distal end and having a proximal end portion inserted into and fixed to the puncture needle fixing portion. A seal cap to be mounted, wherein the seal cap includes a closed distal end portion, an opening proximal end portion, and a cylindrical hollow portion that extends from the opening proximal end portion toward the distal end side and can store the puncture needle fixing portion. And a pierceable portion into which the puncture needle tip of the puncture needle inserted into the hollow portion can be inserted, and at least an outer surface of a portion pressed from the inside when mounted on the outer cylinder Seal cap for outer cylinder with needle covered with polyparaxylylene coating.
(8) The needle cap outer cylinder seal cap according to (7), wherein the polyparaxylylene coating is coated on the entire outer surface of the seal cap.
(9) The seal cap for an outer cylinder with a needle according to (7) or (8), wherein the material for forming the seal cap is a material that may be deteriorated by contact with ozone.
(10) The seal cap for an outer cylinder with a needle according to any one of (7) to (9), wherein the seal cap has water vapor permeability from the outer surface side for high-pressure steam sterilization.

Moreover, what achieves the said objective is as follows.
(11) The syringe assembly according to any one of (1) to (6) above, a gasket that is housed in the outer cylinder and that can slide in a liquid-tight manner in the outer cylinder, and the outer cylinder A prefilled syringe comprising a medicine filled in a space formed by the gasket.

Moreover, what achieves the said objective is as follows.
(12) A needle-equipped outer body comprising an outer cylinder body having a puncture needle fixing portion at the distal end, and a puncture needle having a puncture needle tip at the distal end and having a proximal end inserted and fixed to the puncture needle fixing portion A method of manufacturing a seal cap for an outer cylinder with a needle attached to a cylinder,
In the manufacturing method, a cylindrical hollow portion that houses the puncture needle fixing portion of the outer cylinder with a needle and a puncture needle tip of the puncture needle that is inserted into the hollow portion can be inserted. And a step of preparing a seal cap having a polyparaxylylene coating on the outer surface, and an ozone contact step of exposing the seal cap having the polyparaxylylene coating to an ozone high concentration environment A method for producing a seal cap for an outer cylinder with a needle.
(13) The manufacturing method of a seal cap for an outer cylinder with a needle according to (12), wherein the high ozone concentration environment is a static elimination environment of a corona discharge method.

  An assembly for a syringe of the present invention includes an outer cylinder main body having a puncture needle fixing portion at the distal end, a puncture needle having a puncture needle tip at the distal end, and a base end portion inserted into and fixed to the puncture needle fixing portion. And a seal cap attached to the outer cylinder. The seal cap includes a closed distal end portion, an open proximal end portion, a cylindrical hollow portion that extends from the open proximal end portion to the distal end side and can accommodate the puncture needle fixing portion, and a puncture needle inserted into the hollow portion The puncture needle tip includes a pierceable portion that can be inserted, and at least the outer surface of the portion that is pressed from the inside when attached to the outer cylinder is covered with a polyparaxylylene coating. In this assembly for syringes, there is little generation of deterioration, cracks and cracks due to contact with ozone.

FIG. 1 is a front view of a prefilled syringe according to an embodiment of the present invention. 2 is a cross-sectional view taken along line AA in FIG. FIG. 3 is an enlarged cross-sectional view of the syringe assembly of the present invention used in the prefilled syringe of FIGS. 1 and 2. FIG. 4 is an enlarged front view of the outer cylinder seal cap used in the prefilled syringe of FIGS. 1 and 2 and the syringe assembly of FIG. 3. FIG. 5 is a bottom view of the outer cylinder seal cap shown in FIG. 4. 6 is an enlarged sectional view taken along line BB in FIG. 7 is a front view of an outer cylinder with a needle used in the prefilled syringe of FIGS. 1 and 2 and the syringe assembly of FIG. FIG. 8 is a perspective view of the needled outer cylinder shown in FIG. 9 is an enlarged cross-sectional view of the distal end portion of the syringe assembly shown in FIG. FIG. 10 is an explanatory diagram for explaining the operation of the assembly for a syringe of the present invention.

Embodiments showing a prefilled syringe using a seal cap for an outer cylinder, a syringe assembly equipped with a seal cap for an outer cylinder with a needle, and a syringe assembly equipped with a seal cap for an outer cylinder of the present invention are shown in the drawings. It explains using.
The prefilled syringe 1 of the present invention includes a syringe assembly 10, a gasket 4 that is housed in the syringe assembly 10 and that can be liquid-tightly slid within the syringe assembly 10, and the syringe assembly 10. It consists of the medicine 7 filled in the space formed by the gasket 4.

An assembly for syringe of the present invention (in other words, an outer cylinder with a puncture needle fitted with a cap) 10 has an outer cylinder main body 21 having a puncture needle fixing portion 22 at the tip, and a puncture needle tip 61 at the tip. The outer cylinder 2 includes a puncture needle 6 having a proximal end portion inserted and fixed to the puncture needle fixing portion 22, and a seal cap 3 attached to the outer cylinder 2.
The seal cap 3 includes a closed distal end portion 31, an opening proximal end portion 32, a tubular hollow portion 30 that extends to the distal end side from the opening proximal end portion 32 and can accommodate the puncture needle fixing portion 22, and a hollow portion The puncture needle tip 61 of the puncture needle 6 inserted into the puncture needle 6 is provided with a puncturable portion 33 into which the puncture needle tip 61 can be inserted. The outer surface of the portion pressed from the inside when the seal cap 3 is attached to the outer cylinder 2 is covered with the polyparaxylylene coating 8.

Further, the seal cap 3 of the present invention is located on the distal end side from the closed distal end portion 31, the opening proximal end portion 32, and the opening proximal end portion 32 and accommodates the puncture needle fixing portion 22. And a puncture needle tip 61 of the puncture needle 6 accommodated in the puncture needle storage portion 34 and a hollow portion 30 having a puncture needle storage portion 34 continuous with the tip of the puncture needle fixing portion storage portion 35. The insertion portion 33 and a protrusion 36 formed on the inner surface of the puncture needle fixing portion storage portion 35 are provided. And the puncture needle fixing | fixed part accommodating part 35 is a part pressed from the exterior by the puncture needle fixing | fixed part of the outer cylinder 2 at the time of mounting | wearing with the outer cylinder 2, At least the outer surface of this puncture needle fixing | fixed part accommodating part 35 part Is covered with a polyparaxylylene coating 8.
The polyparaxylylene coating is preferably coated on the entire outer surface of the seal cap. Furthermore, the whole outer surface including the front end surface and the bottom surface of the seal cap may be covered.

  As shown in FIGS. 1 and 2, the prefilled syringe 1 includes a syringe assembly 10 including an outer tube 2 and a seal cap 3 attached to the outer tube 2 so as to seal the needle tip of the puncture needle, A gasket 4 housed in the syringe assembly 10 and slidable in a liquid-tight manner in the syringe assembly 10; and a medicine 7 filled in a space formed by the syringe assembly 10 and the gasket 4; And a plunger 5 attached to the gasket 4 or attached at the time of use.

The medicine 7 is filled in a space formed by the outer cylinder 2, the gasket 4, and the seal cap 3.
The medicine 7 to be filled may be any one, for example, high-concentration sodium chloride injection, minerals, heparin sodium aqueous solution, nitroglycerin, isosorbide nitrate, cyclosporine, benzodiazepines, antibiotics, vitamins ( Multivitamin preparations), various amino acids, antithrombotic agents such as heparin, insulin, antitumor agents, analgesics, cardiotonic agents, intravenous anesthetics, antiparkinson agents, ulcer treatment agents, corticosteroid agents, arrhythmia agents, correction Any electrolyte, antiviral agent, immunostimulant, etc. may be used.

  The outer cylinder 2 includes an outer cylinder main body 21, a cylindrical (hollow) puncture needle fixing portion 22 provided at a distal end portion of the outer cylinder main body 21, and a flange 23 provided at a proximal end portion of the outer cylinder main body 21. And a puncture needle 6 having a proximal end portion inserted and fixed in the puncture needle fixing portion 22. The puncture needle 6 has a puncture needle tip 61 at the tip. The proximal end portion of the puncture needle 6 is inserted and fixed in the hollow portion of the puncture needle fixing portion 22, and the inside of the puncture needle 6 communicates with the internal space 20 of the outer cylinder 2. The puncture needle 6 may be inserted into a hollow portion of the puncture needle fixing portion 22 of the outer cylinder 2 formed in advance and fixed to the puncture needle fixing portion 22 with an adhesive, heat welding, or the like. Alternatively, the puncture needle 6 may be fixed directly to the outer cylinder 2 by insert molding. In the case of insert molding, by molding the outer cylinder 2, the puncture needle fixing portion 22 becomes a cylindrical shape (hollow shape) into which the puncture needle 6 is inserted, and the base end portion of the puncture needle 6 is a puncture needle fixing portion. 22 is inserted into the hollow portion and fixed.

  The outer cylinder 2 is transparent or translucent. The outer cylinder main body 21 is a substantially cylindrical part that accommodates the gasket 4 in a liquid-tight and slidable manner. The puncture needle fixing portion 22 protrudes forward from the distal end portion (shoulder portion) of the outer cylinder main body and has a hollow cylindrical shape having a smaller diameter than the outer cylinder main body. Further, as shown in FIGS. 7 and 8, the puncture needle fixing portion 22 is provided at the distal end of the annular head 24 and at the proximal end of the annular head 24, and decreases in diameter toward the proximal end. It has a short tapered reduced diameter portion 25 and a connecting portion 27 that connects the proximal end portion of the tapered reduced diameter portion 25 and the distal end portion of the outer cylinder main body 21, and the annular reduced recess portion is formed by the tapered reduced diameter portion 25. Is formed. The annular head portion 24 is formed with a recess 26 that is recessed from the distal end surface toward the proximal end side, and a hollow conical portion that is located in the recess 26 and has a vertex on the distal end side.

  A plurality of grooves extending in the axial direction of the outer cylinder 2 are formed on the outer surface of the connecting portion 27. Note that the annular recess is not tapered and may have a shape that is simply reduced in diameter so that a step is formed with the base end of the annular head 24. Further, the connecting portion 27 may be omitted, and the proximal end portion of the annular recess (tapered reduced diameter portion 25) and the distal end portion of the outer cylinder main body 21 may be directly connected. Further, the annular head portion 24 may have a hollow columnar shape (cylindrical shape) in which the recess 26 and the conical portion are omitted.

Examples of the material for forming the outer cylinder 2 include polypropylene, polyethylene, polystyrene, polyamide, polycarbonate, polyvinyl chloride, poly- (4-methylpentene-1), acrylic resin, acrylonitrile-butadiene-styrene copolymer, polyethylene terephthalate. Various resins such as polyester such as polyester, cyclic olefin polymer, and cyclic olefin copolymer are mentioned. Among them, resins such as polypropylene, cyclic olefin polymer, and cyclic olefin copolymer are preferable because they are easy to mold and have heat resistance.
As the puncture needle 6, a hollow one having a puncture needle tip 61 at the tip is used. As a material for forming the puncture needle 6, a metal is generally used. Stainless steel is preferred as the metal.

  As shown in FIGS. 1 and 2, the gasket 4 includes a main body portion extending at substantially the same outer diameter, and a plurality of annular ribs provided in the main body portion (in this embodiment, if two, two or more, As long as the liquid-tightness and the slidability can be satisfied, the number may be set as appropriate. Further, the tip surface of the gasket 4 has a shape corresponding to the shape of the inner surface of the distal end of the outer cylinder 2 so as not to form a gap as much as possible between the two when contacting the inner surface of the distal end of the outer cylinder 2.

  The material for forming the gasket 4 includes elastic rubber (eg, isoprene rubber, butyl rubber, latex rubber, silicone rubber), synthetic resin (eg, styrene elastomer such as SBS elastomer and SEBS elastomer, ethylene-α olefin copolymer) It is preferable to use an olefin-based elastomer such as a combined elastomer.

  The gasket 4 is provided with a recess extending inward from the base end portion, and this recess has a female screw shape and is formed on the outer surface of the protruding portion 52 formed at the distal end portion of the plunger 5. It can be screwed with the male thread. The plunger 5 is not detached from the gasket 4 by screwing them together. The plunger 5 may be removed and attached at the time of use. Further, the plunger 5 includes a protruding portion 52 that protrudes in a cylindrical shape forward from the disk portion at the tip, and an external thread that is screwed into the recessed portion of the gasket 4 is formed on the outer surface of the protruding portion. The plunger 5 includes a main body 51 extending in the axial direction having a cross-shaped cross section, and a pressing disk 53 provided at the base end.

  The outer cylinder seal cap 3 of the present invention includes an outer cylinder main body 21, an annular head 24, and an annular recess 25 formed at the base end of the annular head 24. And a puncture needle fixing portion 22 having a puncture needle tip 61 at the tip, and a puncture needle 6 having a proximal end inserted and fixed to the puncture needle fixing portion 22. It is used.

  As shown in FIG. 6, the seal cap 3 includes a closed distal end portion 31, an opening proximal end portion 32, and a puncture needle fixing portion storage portion that is located on the distal end side of the opening proximal end portion 32 and stores the puncture needle fixing portion 22. 35 and a puncture needle tip 61 of the puncture needle 6 stored in the puncture needle storage portion 34 can be inserted into the hollow portion 30 having a puncture needle storage portion 34 continuous to the tip of the puncture needle fixing portion storage portion 35. A pierceable portion 33 and a protrusion 36 formed on the inner surface of the puncture needle fixing portion storage portion 35 are provided. Further, in this embodiment, the seal cap 3 attached to the outer cylinder 2 has at least a part of the hollow part 30 (specifically, the puncture needle fixing part storage part 35 which is a part of the hollow part and its part). 9 and 10 is in a state of being spread outward by the puncture needle fixing portion 22 accommodated in the hollow portion 30 as shown in FIGS.

  At least the outer surface of the portion pressed from the inside when mounted on the outer cylinder 2 is covered with the polyparaxylylene coating 8. Specifically, a polyparaxylylene coating 8 is provided on at least the outer surface of the portion that is the outside of the puncture needle fixing portion storage portion 35 portion. In this embodiment, the polyparaxylylene coating is coated on the entire outer surface of the seal cap, and such a form is preferable. The present invention is particularly effective when the seal cap forming material is a material that may be deteriorated by contact with ozone, particularly a highly degradable material.

  As a material for forming the seal cap 3, it is necessary that at least the insertable portion 33 is formed of an elastic material into which the puncture needle can be inserted. Examples of elastic materials that can be inserted into the puncture needle include rubbers such as butyl rubber, isoprene rubber, latex rubber, and silicone rubber, particularly when a crosslinked rubber having a double bond in the main chain (for example, isoprene rubber) is used. It is particularly effective. In addition, as an elastic material, you may use elastomers, such as synthetic resin elastomers (For example, styrene-type elastomers, such as SBS elastomer and SEBS elastomer, and olefin-type elastomers, such as ethylene-alpha olefin copolymer elastomer).

  In particular, a diene rubber material having a double bond in the main chain, such as isoprene rubber, is preferably used as a material for forming a seal cap because it has good elasticity and flexibility. Such a diene rubber is a material that is easily affected by ozone and that may be deteriorated by contact with ozone. However, even if such a material is used, since the seal cap 3 of the present invention has the polyparaxylylene coating 8, the deterioration due to ozone is small.

  Further, in the seal cap 3 of this embodiment, at least the puncture needle fixing portion storage portion 35 and the pierceable portion 33 (in this embodiment, the entire seal cap) are made of the elastic material that can be inserted into the puncture needle. It has been formed. For this reason, when the seal cap 3 is attached to the puncture needle fixing portion 22 of the outer cylinder 2, the inner surface of the puncture needle fixing portion storage portion 35 is elastically matched with the outer surface of the annular head 24 of the puncture needle fixing portion 22. Deform. Thereby, the inner surface of the puncture needle fixing portion storage portion 35 and the outer surface of the annular head portion 24 of the puncture needle fixing portion 22 are brought into close contact with each other, and the unintentional detachment of the seal cap 3 from the outer cylinder 2 is reduced. . At this time, at least the puncture needle fixing part storage part 35 is in a state of being pushed outward by the puncture needle fixing part 22.

  As the polyparaxylylene forming the film, those represented by the following chemical formula can be preferably used.

The polyparaxylylene used in the present invention may be any of poly (paraxylylene) whose functional group is not substituted on the aromatic ring, and any functional group introduced into the aromatic ring or methylene group. For example, poly (chloroparaxylylene) having an aromatic ring substituted with chlorine, polymethylparaxylylene having an aromatic ring substituted with a methyl group, polyfluoroparaxylylene having a methylene group substituted with fluorine, etc. Either is acceptable. Moreover, it may be a copolymer of not only a homopolymer composed of the above polyparaxylylene alone but also a monomer copolymerizable with a paraxylylene monomer. Particularly preferred are poly (paraxylylene) and poly (chloroparaxylylene) whose aromatic ring is not substituted with a functional group. The polyparaxylylene coating 8 may be formed of a single layer of the polyparaxylylene or copolymer, or may be formed of a multilayer of the polyparaxylylene and / or copolymer. .
In the present specification, polyparaxylylene does not indicate only poly (paraxylylene) in which an aromatic ring is not substituted with a functional group, but means one represented by the above chemical formula 1.

The polyparaxylylene used in the present invention is formed by polymerization of a paraxylylene monomer obtained by thermally decomposing this paraxylylene dimer using the paraxylylene dimer represented by the above chemical formula 1 as a raw material. It is preferable that it is a laminated film. If it is such, it will become a thing with a stable film thickness, without a pinhole generating as a film. The thickness of polyparaxylylene in the polyparaxylylene coating is preferably 0.5 μm to 10 μm, and particularly preferably 1 μm to 6 μm.
And it is preferable that the seal cap 3 having the polyparaxylylene coating 8 has water vapor permeability from the outer surface side for high-pressure steam sterilization. In particular, if the film thickness of the polyparaxylylene coating is as described above, it does not affect the water vapor permeability from the outer surface side for high-pressure steam sterilization.

Next, the polyparaxylylene film forming step will be described.
The film made of polyparaxylylene is preferably formed by polymerizing the above-described paraxylylene monomer of Formula 1 on the outer surface of the seal cap. Further, the film forming step is preferably performed by forming a polyparaxylylene thin film by a chemical vapor deposition method (CVD method), a sputtering method, an ion plating method, or the like. In particular, polymerization and film formation are performed simultaneously by chemical vapor deposition on the outer surface of the seal cap using paraxylylene monomer. For this reason, the polyparaxylylene film formed by chemical vapor deposition is uniformly formed on the outer surface of the seal cap.

  As the polyparaxylylene film forming apparatus, an apparatus including a paraxylylene dimer vaporization chamber, a paraxylylene dimer thermal decomposition chamber, and a polyparaxylylene vapor deposition chamber is used. For forming the polyparaxylylene film, for example, a seal cap is placed in the vapor deposition chamber, the pressure inside the apparatus is reduced to 5 to 50 mTorr, preferably 10 to 30 mTorr, and the paraxylylene dimer as a raw material is 100 in the vaporization chamber. Vaporized at ~ 200 ° C, and then heated to 650-700 ° C in the pyrolysis chamber, the paraxylylene dimer was thermally decomposed into paraxylylene monomer and allowed to flow into the deposition chamber, so that the monomer contacts the seal cap. Then, it polymerizes at the interface and a polyparaxylylene film is formed. The polyparaxylylene film thus obtained has excellent chemical resistance and gas barrier properties, is formed uniformly and continuously, and does not generate pinholes. The thickness of the polyparaxylylene layer can be controlled by the degree of pressure reduction, the temperature of the vaporization chamber, and the deposition time.

  Further, the polyparaxylylene film forming step may be carried out by thinly applying a liquid or paste of polyparaxylylene to the outer surface of the seal cap 3 to form a thin film. Further, the polyparaxylylene film forming step may be performed by attaching a film or a thin film made of polyparaxylylene to the outer surface of the seal cap by heat fusion, high frequency fusion, adhesive, or the like.

  Furthermore, in the seal cap 3 of this embodiment, as shown in FIG. 6, a sticking suppression surface that suppresses sticking to the puncture needle fixing part 22 of the outer cylinder 2 on the inner surface of the puncture needle fixing part storage part 35. 9 is formed. When the seal cap 3 is attached to the puncture needle fixing portion 22 of the outer cylinder 2, the puncture needle tip 61 is inserted and sealed in the insertable portion 33 of the seal cap 3. The annular recess 25 of the puncture needle fixing portion 22 of the outer cylinder 2 is engaged, and the inner surface of the puncture needle fixing portion storage portion 35 and the outer surface of the puncture needle fixing portion 22 are in close contact with each other via the sticking suppression surface 9. It becomes a state.

  Note that the sticking suppression surface 9 may be formed not only on the entire inner surface of the puncture needle fixing portion storage portion 35 but only on a portion that is in close contact with the outer surface of the puncture needle fixing portion 22. The sticking suppression surface 9 is preferably formed by a surface treatment or the like that provides a coating or / and non-adhesiveness of the sticking suppression substance to a portion that becomes the sticking suppression surface. Examples of the coating of the sticking suppression substance include a sticking suppression polymer film, and application of a sticking suppression imparting liquid substance (for example, liquid silicone oil). Examples of the surface treatment for imparting non-tackiness include epoxidation and halogenation. Among these, the sticking-suppressing polymerized film is particularly preferable as a sticking-suppressing surface because it does not easily deteriorate over time and hardly causes an interaction (for example, drug adsorption) with the drug 7 filled in the outer cylinder 2. Further, the sticking-suppressing polymerization film is preferably one that is compatible or adhesive with the material forming the inner surface of the hollow portion 30 of the seal cap 3 and does not peel off.

  The sticking suppression surface (inner surface coating layer) 9 is preferably the same as the polyparaxylylene coating which is the outer surface coating layer. By doing in this way, two coating layers can be formed simultaneously. The inner surface coating layer 9 may be made of a material different from that of the polyparaxylylene coating 8. When using different materials, it is preferable to select a material having a high slidability as the inner surface coating layer.

  And like the seal cap 3 of this embodiment, it is preferable that the sticking suppression surface (inner surface coating layer) 9 is also formed on the inner surface of the puncture needle storage portion 34. By doing so, the puncture needle tip 61 of the puncture needle 6 does not stick even if it contacts the inner surface of the puncture needle storage portion 34. Thus, when the seal cap 3 is attached to the puncture needle fixing portion 22 of the outer cylinder 2, the puncture needle tip 61 of the puncture needle 6 that has entered the puncture needle storage portion 34 is placed on the inner surface of the puncture needle storage portion 34. Without sticking, it is guided to the distal end (small diameter distal end portion 34a) of the puncture needle storage portion 34 and is reliably inserted into the insertable portion 33.

  Furthermore, in the seal cap 3 of this embodiment, the sticking suppression surface 9 is also formed on the inner surface of the puncture needle fixing portion introducing portion 38. For this reason, when the puncture needle fixing portion 22 enters the puncture needle fixing portion introducing portion 38, the outer surface of the puncture needle fixing portion 22 does not stick to the inner surface of the puncture needle fixing portion introducing portion 38. Thereby, the seal cap 3 can be smoothly attached to the puncture needle fixing portion 22 of the outer cylinder 2.

  In the syringe assembly 10 of the present invention, as shown in FIG. 3, the seal cap 3 is attached to the distal end portion (puncture needle fixing portion 22) of the outer cylinder 2, and the puncture needle tip of the puncture needle 6 is provided. 61 is inserted into the insertable portion 33 of the seal cap 3, is sealed in a liquid-tight state, and is formed on the inner surface of the annular recess 25 of the puncture needle fixing portion 22 and the puncture needle fixing portion storage portion 35. 36 is engaged, and the inner surface of the puncture needle fixing portion storage portion 35 and the outer surface of the puncture needle fixing portion 22 are in close contact via the sticking suppression surface 9. At this time, at least the puncture needle fixing part storage part 35 is in a state of being pushed outward by the puncture needle fixing part 22.

The inner surface form of the seal cap 3 of this embodiment will be described.
The seal cap 3 includes a protrusion 36 provided on the inner surface located on the distal end side by a predetermined length from the opening base end portion 32. The protruding portion 36 has a most protruding vertex portion 36a, and an inclined portion (tapered portion) 36b extending from the vertex portion 36a in the distal direction and gradually decreasing in the protruding height in the distal direction. In particular, in this embodiment, the protruding portion 36 is an annular protruding portion, and the inclined portion 36b is a tapered portion in which the inner diameter of the puncture needle fixing portion storage portion 35 is reduced in the distal direction.

  The inner diameter of the puncture needle fixing portion storage portion 35 at the apex portion 36 a is slightly smaller than the outer diameter of the tip portion of the annular recess 25 of the puncture needle fixing portion 22 of the outer cylinder 2. Thereby, when the seal cap 3 is attached to the puncture needle fixing portion 22 of the outer cylinder 2, the protruding portion 36 and the annular recess 25 are engaged. Further, the distal end side inclined portion 36 b extends to the distal end side from the annular recess 25 in a state where the seal cap 3 is attached to the puncture needle fixing portion 22 of the outer cylinder 2. The inner diameter of the puncture needle fixing part storage part 35 at least at the tip part of the tip side inclined part 36b is slightly smaller than the outer diameter of the annular head part 24 of the puncture needle fixing part 22 of the outer cylinder 2.

  For this reason, as shown in FIGS. 9 and 10, when the seal cap 3 is attached to the puncture needle fixing portion 22 of the outer cylinder 2, the entire inner surface of the distal-side inclined portion 36 b is the outer surface of the annular head 24. It is pressed through the sticking restraining surface 9 to be in close contact. Thereby, the unintentional detachment | leave of the seal cap 3 from the outer cylinder 2 becomes less. Further, since the distal end side inclined portion 36b is pressed against the outer surface of the annular head portion 24 via the sticking suppression surface 9, at least the puncture needle fixing portion storage portion 35 is pushed outward by the annular head portion 24. It is in a state.

  Further, in the seal cap 3 of this embodiment, as shown in FIG. 6, the protruding portion 36 further extends from the apex portion 36a toward the opening end (base end), and the protruding height is the opening end (base end). A proximal-side inclined portion 36c that gradually decreases in the direction is provided. Thereby, when the seal cap 3 is attached to the puncture needle fixing portion 22 of the outer cylinder 2, the apex portion 36 a of the protruding portion 36 can easily get over the annular head 24 of the puncture needle fixing portion 22 from the distal end side.

  Further, in the seal cap 3 of this embodiment, the puncture needle fixing portion storage portion 35 has a predetermined length (specifically, the puncture needle storage portion 34) from the distal end portion of the distal end side inclined portion 36b of the protruding portion 36 toward the distal end direction. A straight line portion 36d extending to the base end portion. The inner diameter of the puncture needle fixing portion storage portion 35 in the straight portion 36d is constant and slightly smaller than the outer diameter of the annular head portion 24 of the puncture needle fixing portion 22 of the outer cylinder 2. For this reason, when the seal cap 3 is attached to the puncture needle fixing portion 22 of the outer cylinder 2, the linear portion 36 d is pressed against the outer surface of the annular head portion 24 via the sticking suppression surface 9, Become. In addition, since the straight portion 36d is pressed against the outer surface of the annular head portion 24 via the sticking suppression surface 9, at least the puncture needle fixing portion storage portion 35 is expanded outward by the annular head portion 24. It has become.

In this embodiment, the proximal end portion of the distal side inclined portion 36b of the protruding portion 36 of the seal cap 3 is located around the annular recess 25 of the puncture needle fixing portion 22 of the outer cylinder 2, and the distal side inclined portion 36b. The inner diameter of the puncture needle fixing part storage part 35 at least in the vicinity of the base end part is slightly smaller than the outer diameter of the annular recess 25. Therefore, the tip side inclined portion 36 b of the protruding portion 36 of the seal cap 3 is pressed against and closely contacts the outer surface of the annular recess 25 via the sticking suppression surface 9. Thereby, the unintentional detachment | leave of the seal cap 3 from the outer cylinder 2 can be decreased more.
In this embodiment, the annular recess 25 is formed at a proximal end of the annular head 24 and is formed of a tapered reduced diameter portion that decreases in diameter toward the proximal direction. Thus, when the seal cap 3 is detached from the outer cylinder 2, the protruding portion 36 of the seal cap 3 is expanded 45 outward along the annular recess 25, and it is easy to get over the annular head 24.

  Furthermore, in the seal cap 3 of this embodiment, the hollow portion 30 is formed from the opening proximal end portion 32 of the seal cap 3 to the proximal end of the puncture needle fixing portion accommodating portion 35 (projecting portion 36), and has substantially the same inner diameter. An extending puncture needle fixing portion introducing portion 38 is provided. The puncture needle fixing part introduction part 38 has an inner diameter that is slightly larger than the maximum inner diameter of the puncture needle fixing part storage part 35, and is slightly larger than the outer diameter of the annular head 24 of the puncture needle fixing part 22 of the outer cylinder 2. It has become a thing. For this reason, it functions as an introduction part of the puncture needle fixing part 22 when the seal cap 3 is attached to the puncture needle fixing part 22 of the outer cylinder 2.

  Further, the puncture needle fixing portion introducing portion 38 has an annular standing surface 39 that stands up toward the opening proximal end portion 32 at the boundary with the proximal end of the puncture needle fixing portion accommodating portion 35 (projecting portion 36). Yes. Therefore, when the distal end portion of the outer cylinder 2 is inserted into the puncture needle fixing portion introducing portion 38 of the seal cap 3, the puncture needle fixing portion 22 of the outer cylinder 2 enters the puncture needle fixing portion introducing portion 38. Thereafter, as shown in FIG. 10, the annular tip surface of the annular head 24 of the puncture needle fixing portion 22 comes into contact with the annular standing surface 39. In this state, the puncture needle 6 is attached to the seal cap 3. Is substantially parallel to the central axis of the puncture needle, and enters into the small-diameter tip portion 34a of the puncture needle storage portion 34.

  In addition, a gripping flange 37 is formed on the proximal end portion of the seal cap 3 so as to project outward in an annular shape, and the flange 37 is provided with an annular recess 71. The position of the distal end side of the flange 37 is located on the distal end side from the annular standing surface 39 of the hollow portion 30 and is near the apex portion 36a of the protrusion 36 (in the case shown in FIG. 32 side).

Next, the manufacturing method of the seal cap of this invention is demonstrated.
The manufacturing method of the seal cap of the present invention includes an outer cylinder main body having a puncture needle fixing portion at the distal end, a puncture needle tip having a puncture needle fixing portion at the distal end, and a proximal end portion inserted into and fixed to the puncture needle fixing portion. The manufacturing method of the seal cap with which an outer cylinder with a needle | hook provided with is attached.
The manufacturing method of the seal cap of the present invention is capable of insertion into which a cylindrical hollow portion that accommodates a puncture needle fixing portion of an outer cylinder with a needle and a puncture needle tip of a puncture needle inserted into the hollow portion can be inserted And a step of preparing a seal cap having a polyparaxylylene coating on the outer surface of the hollow portion and an ozone contact step of exposing the seal cap having the outer surface coating layer to an ozone high-concentration environment. Is.

The process of preparing the seal cap can be performed, for example, by inserting a cylindrical hollow portion for storing the puncture needle fixing portion of the outer cylinder with a needle and a puncture needle tip of the puncture needle inserted into the hollow portion. For example, a seal cap body having a configuration as shown in FIGS. 4 to 6 is prepared, and a polyparaxylylene coating 8 is formed on the outer surface of at least the hollow portion of the seal cap body. It is preferable.
The seal cap body is prepared by molding the seal cap body using the elastic material described above as the seal cap forming material.
The polyparaxylylene film can be formed on the seal cap body by the method described above.

  Further, in the production method of the present invention, the inner surface coating layer for suppressing the sticking between the inner surface of the hollow portion of the seal cap and the outer surface of the puncture needle fixing portion which is performed simultaneously or separately with the polyparaxylylene film forming step. It is preferable to perform a formation process. As a method of simultaneously forming the polyparaxylylene film and the inner surface coating layer, the polyparaxylylene film is formed not only on the outer surface but also on the inner surface by performing the above-described polyparaxylylene film formation step. be able to.

  The inner surface coating layer can also be formed by applying a liquid coating agent to the inner surface of the seal cap body, and then solidifying the coating layer forming substance or volatilizing the solvent in the liquid coating agent. This is because the liquid coating agent is applied to the inner surface of the main body of the seal cap after or before the polyparaxylylene film forming step described above, and then the coating layer forming substance is solidified or the solvent in the liquid coating agent. It can be formed by volatilizing.

Next, an ozone contact process is performed in which the seal cap is exposed to an ozone high concentration environment.
In a high ozone concentration environment, for example, in a corona discharge static electricity removal environment, in an ozone sterilizer, in a clean room that is sterilized with ozone, or in a space that uses an air purifier that generates ozone (for example, a hospital). is there. If the seal cap and the outer cylinder with the seal cap attached are charged with static electricity, dust or the like during the manufacturing process may be adsorbed. For this reason, the static electricity is removed by setting the manufacturing process as a static electricity removal environment. The static electricity removal environment can be formed, for example, by introducing ions generated using a corona discharge ionizer together with clean air during the manufacturing process. During corona discharge, ozone is generated together with ions, so that the outer cylinder with the seal cap attached comes into contact with ozone. However, in the outer cylinder with the seal cap attached according to the present invention, as described above, the seal cap includes the ozone-resistant outer surface coating layer, so that deterioration due to ozone is suppressed. For this reason, there is very little deterioration of the cap resulting from the ozone contact process. The electrostatic removal environment is not limited to the corona discharge method (which may be either a voltage application method or a self-discharge method), and may be an AC discharge method, a DC discharge method, a pulse discharge method, or the like. Also good.

Next, the manufacturing method of the assembly for syringes of this invention is demonstrated.
The method for manufacturing a syringe assembly according to the present invention includes an outer cylinder main body having a puncture needle fixing portion at the distal end, a puncture needle tip at the distal end, and a proximal end portion inserted and fixed to the puncture needle fixing portion. It is a manufacturing method of the assembly for syringes provided with the outer cylinder provided with a puncture needle, and the seal cap with which the outer cylinder was mounted | worn.

  The method for manufacturing a syringe assembly according to the present invention includes an outer cylinder main body having a puncture needle fixing portion at the distal end, a puncture needle tip at the distal end, and a proximal end portion inserted and fixed to the puncture needle fixing portion. A step of preparing an outer cylinder with a needle provided with a puncture needle, a cylindrical hollow portion for housing a puncture needle fixing portion of the outer cylinder with a needle, and a puncture needle tip of the puncture needle inserted into the hollow portion are inserted A step of preparing a seal cap having a polyparaxylylene coating on the outer surface of the hollow portion, and a step of attaching the seal cap having an outer surface coating layer to the outer cylinder with a needle And an ozone contact step of exposing the seal cap and the outer cylinder fitted with the seal cap to an ozone high concentration environment.

  The preparation process of the needled outer cylinder will be described. The outer cylinder with a needle is prepared by, for example, preparing a needle 6 having a puncture needle tip, placing the needle 6 in a mold, and then injecting the above-described thermoplastic resin as a material for forming the outer cylinder. Is formed. This method is so-called insert molding. As the outer cylinder with a needle, first, the needle 6 and the outer cylinder 2 having a puncture needle tip are prepared, and the proximal end portion of the needle 6 is inserted into the puncture needle fixing portion 22 of the outer cylinder, and heat fusion is performed. Or you may prepare by fixing a needle | hook to an outer cylinder using an adhesive agent.

  The step of preparing a seal cap having a polyparaxylylene coating is performed by the method described above. In this step, as in the seal cap manufacturing method described above, the inner surface of the hollow portion of the seal cap, which is performed simultaneously with or separately from the polyparaxylylene film forming step, is attached to the outer surface of the puncture needle fixing portion. You may perform the inner surface coating layer formation process for suppressing.

Next, a process of mounting the seal cap provided with the outer surface coating layer on the outer cylinder with the needle as described above is performed.
The molded outer cylinder 2 with the needle and the seal cap provided with the outer surface coating layer are carried into the manufacturing process. As shown in FIG. 10, the outer cylinder 2 with the needle is inserted into the seal cap 3 from the puncture needle tip 61 side. Insert into the hollow part 30. Then, the distal end portion of the puncture needle fixing portion 22 of the outer cylinder 2 is accommodated in the seal cap 3, and the puncture needle tip 61 reaches the distal end of the hollow portion 30. Further, the puncture needle tip 61 is inserted into the insertable portion 33 of the seal cap 3 by pushing the outer cylinder into the seal cap. Then, the protruding portion 36 of the seal cap 3 and the annular recess 25 of the puncture needle fixing portion 22 of the outer cylinder 2 are engaged, and the mounting of the seal cap 3 to the outer cylinder 2 is completed, resulting in the state of FIG.

  In the seal cap 3 of this embodiment, the outer diameter of the puncture needle fixing portion storage portion 35 is slightly smaller than the outer diameter of the annular head portion 24 of the puncture needle fixing portion 22 of the outer cylinder 2. For this reason, in the state shown in FIG. 9 (in a state where the seal cap 3 is attached to the outer cylinder 2), the portion of the puncture needle fixing portion storage portion 35 of the seal cap 3 and the vicinity thereof are moved outward by the stored puncture needle fixing portion. It is in a state of being spread. Furthermore, in this embodiment, the protruding portion 36 of the seal cap 3 is also pushed outward by the annular recess 25 of the outer cylinder 2.

  During the manufacturing process, in order to prevent dust and the like from adsorbing to the seal cap and the outer cylinder with the seal cap attached, ions generated using a corona discharge ionizer are introduced into the manufacturing process together with clean air. The static electricity is removed from the seal cap and the outer cylinder with the seal cap installed. At this time, since ozone is generated together with ions from the corona discharge ionizer, the seal cap and the outer cylinder with the seal cap attached are exposed to an ozone high concentration environment. That is, an ozone contact process is performed in which the seal cap and the outer cylinder with the seal cap attached are exposed to a high ozone concentration environment.

  The ozone contact process in the present application includes storing the seal cap in an environment where the ozone concentration is higher than the normal environment. As such an ozone contact process, for example, storage in a place where an air cleaner is introduced (for example, a ward), storage in a refrigerator in which ozone treatment is performed for the purpose of sterilization, deodorization, etc. Is mentioned.

Example 1
A material made of isoprene rubber (IR) (peroxide crosslinking) is prepared as a seal cap material. As polyparaxylylene, monochloroparaxylene dimer [dichloro- (2, 2) -paracyclophane], (trade name) : Dix-c, manufactured by Sanka Chemical Co., Ltd.), a seal cap having a polyparaxylylene coating on the outer surface as shown in FIG. 6 was produced.
Specifically, using a chemical vapor deposition apparatus (model S, tumbler capacity 25L, manufactured by Sansei Kasei Co., Ltd.) composed of a vaporization chamber, a pyrolysis furnace, and a vapor deposition chamber, the shape shown in FIG. A poly (chloroparaxylylene) film was formed on the surface of a seal cap material made of isoprene rubber (IR).

  Specifically, dichloro- (2,2) -paracyclophane, which is a dimer, was introduced into the vaporization chamber, and the inside of the apparatus was adjusted to a vacuum degree of 30 mTorr. Next, it is heated to 150 to 170 ° C. to sublimate dichloro- (2,2) -paracyclophane, which is a dimer in the vaporization chamber, and then the dimer is passed through a pyrolysis furnace at 650 to 690 ° C. to heat the monomer. The monomer was introduced into a vapor deposition chamber (room temperature) equipped with a tumbler containing 500 seal cap materials and finally treated for 25 minutes to form a sticking suppression layer. The tumbler was rotated at 2 rpm, and a polyparaxylene film was formed on the outer and inner surfaces while stirring the seal cap material. After the formation of the polyparaxylylene film, 30 seal cap materials were arbitrarily selected and the thickness of the polyparaxylylene film was measured. The average thickness was 1 μm. A seal cap was produced by the above method.

(Example 2)
The same procedure as in Example 1 was performed except that the treatment time in the chamber was 125 minutes. After the formation of the polyparaxylylene film, 30 seal cap materials were arbitrarily selected and the average thickness of the polyparaxylylene film was measured. The average thickness was 5 μm.

(Example 3)
The same procedure as in Example 1 was performed except that isoprene rubber (sulfur crosslinking) having a different crosslinking system was used as the seal cap material. After the formation of the polyparaxylylene coating, 30 seal cap materials were arbitrarily selected and the average thickness of the polyparaxylylene coating was measured. The average thickness was 1 μm.

Example 4
The same material as in Example 3 except that monochloroparaxylene dimer [1,4-bis (dichloromethyl) benzene] (trade name: dix-d, manufactured by Sansei Kasei Co., Ltd.) was used as the material for paraxylylene. went. After the formation of the polyparaxylylene coating, 30 seal cap materials were arbitrarily selected and the thickness of the polyparaxylylene coating was measured. The average thickness was 5 μm.

(Comparative Example 1)
A seal cap was produced in the same manner as in Example 1 except that the polyparaxylylene film was not formed.

(Comparative Example 2)
Without forming a polyparaxylylene film, a liquid coating agent mainly composed of reactive silicone oil was applied to the outer surface of 100 seal cap materials used in Example 1, and polymerized by normal temperature or heating ( (Including crosslinking) to form a silicone polymer coating. When 30 seal cap materials were arbitrarily selected and the thickness of the silicone polymer film was measured, the average thickness was 1 μm.

(Experiment 1: Ozone resistance test)
The test was carried out based on “Vulcanized rubber and thermoplastic rubber-Determination of ozone resistance” described in JIS K 6249 (revised 2004/03/20). The seal caps of Examples 1 to 4 and Comparative Examples 1 and 2 were exposed to an ozone concentration of 500 ± 50 ppb for 24 hours. After exposure, each seal cap was checked and the results shown in Table 1 were obtained. In Table 1, ○ indicates ozone resistance (no deterioration in appearance due to ozone deterioration was observed) and X indicates no ozone resistance (interior deterioration due to ozone deterioration was observed). Indicates. And it has confirmed that the seal cap of an Example has ozone tolerance.

(Experiment 2: Sterilization test)
A plurality of outer cylinders with puncture needles as shown in FIGS. 7 and 8 were prepared. After BI bacteria (10 ⁶ CFU / ml) were put into the seal caps of Examples 1 to 4 and Comparative Examples 1 and 2, the seal cap was attached to the outer cylinder to a predetermined position. In addition, since the internal pressure in the seal cap rises at the time of mounting, a gap was created between the outer cylinder and the seal cap by deforming the vicinity of the opening of the seal cap, and the internal pressure was released. After mounting the seal cap on the outer cylinder, autoclaving (123 ° C., 10 minutes) was performed. After sterilization, the medium was treated for 7 days. The results shown in Table 1 were obtained. In Table 1, “◯” indicates that sterilization was possible (all bacteria were killed), and “x” was that sterilization was not possible (all bacteria were not killed)]. It was confirmed that the seal caps of the examples had autoclave sterilization properties.

(Experiment 3: pressure resistance test)
As in Experiment 2, prepare a plurality of outer cylinders with puncture needles as shown in FIGS. 7 and 8, and a plurality of plungers with gaskets attached to the tips as shown in FIG. Was inserted into the outer cylinder to create a plurality of syringes. And the test was implemented based on the "airtightness" test described in JIST3210 (2011/07/29 revision). Specifically, water is sucked up to a position of 3/4 into a plurality of syringes from which water has been sufficiently wiped, sealed with the seal caps of Examples 1 to 4 and Comparative Examples 1 and 2, and then charged to the plunger at 400 kPa. The pressure resistance test was performed by applying a pressure of. The results were as shown in Table 1. In Table 1, “◯” indicates pressure resistance (no leakage), and “x” indicates no pressure resistance (leakage). It was confirmed that the syringe using the seal cap of the example had sufficient pressure resistance.

(Experiment 4: puncture resistance test)
In the same manner as in Experiment 2, a plurality of outer cylinders with puncture needles as shown in FIGS. 7 and 8 were prepared. After silicone is applied to the needle tip of the puncture needle, the seal caps of Examples 1 to 4 and Comparative Examples 1 and 2 are attached to the outer cylinder to a predetermined position, and the needle tip of the puncture needle is inserted into the seal cap. I made something. And the outer cylinder with which the seal cap was mounted | worn was autoclaved (123 degreeC, 85 minutes). Subsequently, after removing the seal cap from each outer cylinder, the puncture resistance of the puncture needle of each outer cylinder to silicone rubber (t = 0.5 mm) was measured using an autograph. It can be said that a lower piercing resistance is preferable. The results are shown in Table 1. In the example using the seal cap of the example, it was confirmed that the needle tip after puncturing had sufficient piercing property.

(Experiment 5: moisture transpiration test)
As in Experiment 3, prepare a plurality of outer cylinders with puncture needles as shown in FIGS. 7 and 8, and a plurality of plungers with gaskets attached to the tips as shown in FIG. Was inserted into the outer cylinder to create a plurality of syringes. And it tested about the water | moisture-content loss of the "preparation packaged in the semi-permeable container" described in the stability test guideline (2003/06/03 pharmaceutical pharmacy 0603001) of the medicine containing a new active ingredient. The results were as shown in Table 1. In addition, (circle) shows that the function requested | required as a pharmaceutical container is satisfy | filled, x shows not satisfy | filling the function requested | required as a pharmaceutical container. It was confirmed that the seal caps of the examples had sufficient low moisture transpiration.

DESCRIPTION OF SYMBOLS 1 Prefilled syringe 2 Outer cylinder 3 Seal cap 4 Gasket 6 Puncture needle 8 Polyparaxylylene coating 10 Syringe assembly

Claims (13)

An outer cylinder body having a cylindrical puncture needle fixing portion at the distal end, and a puncture needle having a puncture needle tip at the distal end and a base end portion inserted and fixed to the puncture needle fixing portion; An assembly for a syringe comprising a seal cap attached to the outer cylinder,
The seal cap is inserted into the closed distal end portion, the open proximal end portion, the cylindrical hollow portion that extends from the open proximal end portion to the distal end side, and can store the puncture needle fixing portion. The puncture needle has a punctureable portion where the puncture needle tip can be inserted, and at least an outer surface of a portion pressed from the inside when mounted on the outer cylinder is covered with a polyparaxylylene coating. An assembly for a syringe, The syringe assembly according to claim 1, wherein the polyparaxylylene coating is coated on the entire outer surface of the seal cap. The syringe assembly according to claim 1 or 2, wherein a material for forming the seal cap is a material that may be deteriorated by contact with ozone. The syringe assembly according to any one of claims 1 to 3, wherein the polyparaxylylene coating is coated on an outer surface and an inner surface of the seal cap. The syringe assembly according to any one of claims 1 to 4, wherein the seal cap has water vapor permeability from an outer surface side for high-pressure steam sterilization. The syringe assembly according to any one of claims 1 to 5, wherein at least a part of the hollow portion of the seal cap is pushed outward by the puncture needle fixing portion housed in the hollow portion. Solid. Mounted on an outer cylinder having an outer cylinder main body having a puncture needle fixing portion at the distal end, and a puncture needle having a puncture needle tip at the distal end and a base end portion inserted into and fixed to the puncture needle fixing portion A seal cap,
The seal cap is inserted into the closed distal end portion, the opening proximal end portion, the cylindrical hollow portion that extends from the proximal opening end portion to the distal end side and can store the puncture needle fixing portion, and the hollow portion. The puncture needle has a punctureable portion where the puncture needle tip can be inserted, and at least an outer surface of a portion pressed from the inside when mounted on the outer cylinder is covered with a polyparaxylylene coating. A seal cap for an outer cylinder with a needle, characterized in that: The seal cap for an outer cylinder with a needle according to claim 7, wherein the polyparaxylylene coating is coated on the entire outer surface of the seal cap. The seal cap for an outer cylinder with a needle according to claim 7 or 8, wherein a material for forming the seal cap is a material that may be deteriorated by contact with ozone. The seal cap for an outer cylinder with a needle according to any one of claims 7 to 9, wherein the seal cap has water vapor permeability from an outer surface side for high-pressure steam sterilization. The syringe assembly according to any one of claims 1 to 6, a gasket that is housed in the outer cylinder and is capable of liquid-tightly sliding in the outer cylinder, and the outer cylinder and the gasket. A prefilled syringe comprising a medicine filled in a space. Attached to a needle-equipped outer cylinder having an outer cylinder main body having a puncture needle fixing portion at the distal end and a puncture needle having a puncture needle tip at the distal end and a base end portion inserted into and fixed to the puncture needle fixing portion. A manufacturing method of a sealed cap for a needle-equipped outer cylinder,
In the manufacturing method, a cylindrical hollow portion that houses the puncture needle fixing portion of the outer cylinder with a needle and a puncture needle tip of the puncture needle that is inserted into the hollow portion can be inserted. And a step of preparing a seal cap having a polyparaxylylene coating on the outer surface, and an ozone contact step of exposing the seal cap having the polyparaxylylene coating to an ozone high concentration environment A method for manufacturing a seal cap for an outer cylinder with a needle, characterized in that: The method for producing a seal cap for an outer cylinder with a needle according to claim 12, wherein the high ozone concentration environment is a static elimination environment of a corona discharge method.

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