JP2001342313A - Sustained-releasable 4-methyl-1-pentene copolymer composition and its use - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a sustained-releasable 4-methyl-1-pentene copolymer composition excellent in heat resistance and its use. SOLUTION: This copolymer composition contains (A) a 4-methyl-1-pentene copolymer which is a copolymer of 4-methyl-1-pentene and at least one α-olefin selected from among 8-20C α-olefins and contains at least 85 wt.% repeating units derived from 4-methyl-1-pentene and (B) antihistamine in an amount of 1-30 pts.wt. based on 100 pts.wt. ingredient A. A sustained-release 4-methyl-1- pentene copolymer composition molding is prepared from the copolymer composition.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a sustained-release 4-methyl-1-pentene copolymer composition having a sustained-release property of an antihistamine, and a molded article comprising the same.

[0002]

BACKGROUND OF THE INVENTION In recent years, the number of rhinitis patients due to so-called hay fever has increased, and various preventive and therapeutic methods have been implemented. For example, a method of physically removing pollen particles by wearing a mask or the like, a method of washing out pollen particles in the nasal cavity, a method of using an antihistamine agent or an antiallergic agent to alleviate the symptoms of hay fever, and the like have been performed.

[0003] However, in the method of removing pollen particles with a mask or the like, it is necessary to wear the mask for a long time. In the method of washing out pollen particles in the nasal cavity, the nasal cavity had to be washed every time sneezing, nasal discharge, nasal congestion, etc. caused by the pollen particles occurred. In addition, when taking an antihistamine or an antiallergic agent, there are side effects such as sleepiness, and there is a problem that the effect disappears in a short time when used as a nasal drop.

By dispersing an antihistamine into a room, it is considered that hay fever can be prevented or the symptoms of hay fever can be alleviated in the room. Therefore, the present inventors have studied a method of dispersing an antihistamine, as a result,
A composition comprising a specific 4-methyl-1-pentene copolymer and an antihistamine is excellent in sustained release of the antihistamine,
In addition, they have found that the amount of the antihistamine released can be controlled by heating because of their excellent heat resistance, and have completed the present invention.

[0005]

The object of the present invention is to provide a sustained-release 4-methyl-1-pentene copolymer composition which can continue to dissipate an antihistamine for a long period of time, and which is excellent in heat resistance and solvent resistance. It is intended to provide uses.

[0006]

SUMMARY OF THE INVENTION The sustained release 4-methyl-1-pentene copolymer composition according to the present invention comprises (A) 4-methyl-1-pentene;
A copolymer with at least one α-olefin selected from α-olefins having 8 to 20 carbon atoms,
4-methyl-1-pentene copolymer containing 85 mol% or more of repeating units derived from methyl-1-pentene;
(B) an antihistamine agent, wherein the antihistamine agent (B) is contained in a proportion of 1 to 30 parts by weight with respect to 100 parts by weight of the 4-methyl-1-pentene copolymer (A).

The molded article of the sustained-release 4-methyl-1-pentene copolymer composition according to the present invention is characterized by comprising the above-mentioned 4-methyl-1-pentene copolymer composition. Sustained release 4-
Examples of the molded product of the methyl-1-pentene copolymer composition include films, sheets, platelet-shaped molded products, fibers, and fiber products.

[0008] The sustained-release 4-methyl-1-pentene copolymer laminate according to the present invention comprises (I) an inner layer containing an antihistamine, (II) 4-methyl-1-pentene, and C8 to C20. A copolymer with at least one α-olefin selected from α-olefins, wherein the copolymer contains 80% by weight or more of a repeating unit derived from 4-methyl-1-pentene. A laminate comprising a polymer and an outer layer formed on both surfaces of the inner layer, wherein the antihistamine is added in an amount of 1 to 30 parts by weight based on 100 parts by weight of a component forming a laminate other than the antihistamine. It is characterized by containing.

Examples of the sustained release 4-methyl-1-pentene copolymer composition laminate include a film, a sheet, and a plate-like molded product. The method for dispersing an antihistamine according to the present invention comprises heating the above-mentioned sustained release 4-methyl-1-pentene copolymer molded article or the above-mentioned sustained release 4-methyl-1-pentene copolymer laminate. It is characterized in that an antihistamine is released from a molded article or a laminate. In the present invention, by adjusting the heating temperature within the range of 20 to 180 ° C., the above-mentioned sustained release 4-methyl-1-pentene copolymer molded article or the above-mentioned sustained release 4-methyl-1-pentene copolymer The amount of antihistamine released from the polymer laminate can be adjusted.

[0010]

DETAILED DESCRIPTION OF THE INVENTION The sustained release 4-methyl according to the present invention will now be described.
The 1-pentene copolymer composition and its use will be specifically described.

The sustained release 4-methyl-1-pentene copolymer composition according to the present invention comprises (A) a 4-methyl-1-pentene copolymer and (B) an antihistamine. (A) 4-Methyl-1-pentene copolymer The 4-methyl-1-pentene copolymer (A) used in the present invention comprises 4-methyl-1-pentene and 8- to 2-carbon atoms.
A random copolymer with α-olefin of 0,
The repeating unit derived from methyl-1-pentene is usually 80
% By weight, preferably 80 to 98% by weight, more preferably 85 to 98% by weight, still more preferably 90 to 98% by weight, particularly preferably 95 to 98% by weight, derived from α-olefin. Repeat unit is usually 20
% By weight or less, preferably 2 to 20% by weight, more preferably 2 to 15% by weight, still more preferably 2 to 10% by weight,
Particularly preferably, the content is 2 to 5% by weight. α
When the content of the repeating unit derived from -olefin is within the above range, 4-methyl-1-pentene copolymer (A)
Is excellent in heat resistance and sustained release of an antihistamine.

Examples of the α-olefin having 8 to 20 carbon atoms include 1-octene, 1-decene, 1-dodecene, 1-tetradecene, 1-hexadecene, 1-octadecene, and 1-eicosene. Those having 10 to 20 atoms are preferred, and those having 10 to 18 carbon atoms are more preferred. These α-olefins can be used alone or in combination of two or more. When the comonomer is an α-olefin having 8 to 20 carbon atoms, 4-methyl-
The 1-pentene copolymer (A) is excellent in sustained release of an antihistamine.

The 4-methyl-1-pentene copolymer (A) is
Density measured according to ASTM D1505 is usually 0.
830-0.835 g / cm ³ , 0.831
It is preferably in the range of 0.834 g / cm ³ .
When the density is in the above range, the 4-methyl-1-pentene copolymer (A) is excellent in sustained release of the antihistamine.

The 4-methyl-1-pentene copolymer (A)
Is the intrinsic viscosity [η] measured at 135 ° C. in decalin solvent.
Is usually in the range of 0.5 to 6 dl / g, preferably in the range of 1 to 5 dl / g.

The above-mentioned 4-methyl-1-pentene copolymer (A) is excellent in heat resistance, solvent resistance and sustained release of antihistamine. The 4-methyl-1-pentene copolymer (A) is also excellent in transparency.

The method for producing the 4-methyl-1-pentene copolymer (A) is not particularly limited, and it can be produced by a conventionally known method, for example, a method using a Ziegler-Natta catalyst, a method by cationic polymerization, or the like. .

(B) Antihistamine The antihistamine (B) used in the present invention includes, for example, chlorpheniramine maleate, diphenhydramine hydrochloride, dimethindene maleate, clemastine fumarate, diphenylpyraline hydrochloride, homochlorcyclidine hydrochloride, promethazine hydrochloride , Clemizole hydrochloride, sodium cromoglycate and the like. The antihistamine (B) can be used alone or in combination of two or more.

Composition The sustained-release 4-methyl-1-pentene copolymer composition according to the present invention comprises the above 4-methyl-1-pentene copolymer (A) and the above antihistamine (B). The antihistamine (B) is usually used in an amount of 1 to 30 parts by weight, preferably 2 to 30 parts by weight, based on 100 parts by weight of the 4-methyl-1-pentene copolymer (A).
It is contained in a proportion of 20 parts by weight. When the content of the antihistamine (B) is within the above range, the sustained-release 4-methyl-1-pentene copolymer composition can disperse the antihistamine over a long period of time, and the mechanical strength and molding Excellent heat resistance and heat resistance. Bleed-out of the antihistamine (B) is small.

The sustained release 4-methyl-1-pentene copolymer composition according to the present invention comprises a stabilizer, an ultraviolet absorber, a nucleating agent,
Compounding agents such as plasticizers, lubricants, antistatic agents, pigments, dyes, powdery fillers (kaolin, talc, etc.) and fibrous fillers (tismo, glass fiber, carbon fiber, etc.) do not impair the object of the present invention. You may mix | blend in a range.

As a method for preparing the sustained-release 4-methyl-1-pentene polymer composition according to the present invention, any known method can be adopted. For example, the above-mentioned 4-methyl-1-pentene copolymer (A), the above-mentioned antihistamine (B), and, if necessary, various compounding agents were mixed in a mixer such as a tumbler blender, a Hensyl mixer, and a ribbon blender. Thereafter, a method of kneading and preparing with an extruder, a kneader, a two-roller or the like can be adopted. Further, a 4-methyl-1-pentene copolymer (A) may be immersed in a solution in which the antihistamine (B) is dissolved in a solvent to prepare a sustained-release 4-methyl-1-pentene polymer composition. .

Molded Article The shape of the sustained-release 4-methyl-1-pentene copolymer composition molded article according to the present invention is not particularly limited, and examples thereof include a film, a sheet, a platelet-shaped molded article, a granular formed article, and a fiber. (Monofilament, yarn), textile products (woven, knitted, nonwoven,
Felt, paper, rope, etc. ). Further, these molded bodies may be further processed, or a combination of two or more of them may be formed. The molded bodies may be formed into dolls, bottles, vases, ornaments, wall hangings, wallpaper, and the like.

The thickness of the film is not particularly limited, but is preferably in the range of 10 to 300 μm. The thickness of the sheet is not particularly limited, but is preferably in the range of 0.3 to 5 mm.

The platelet-shaped molded body preferably has a length and a width of preferably 1 to 10 cm, and a thickness of preferably 0.3 to 5 mm. These molded bodies can be molded by a conventionally known method.

The film or sheet can be formed, for example, by extrusion. Specifically, 4-methyl-1 is melted using a single screw extruder, a kneading extruder, a ram extruder, a gear extruder, or the like. -Pentene copolymer composition with T
It can be formed into a sheet or a film by extruding from a die or the like. The resulting film or sheet may be stretched.

Fibers can be produced, for example, by extruding a molten 4-methyl-1-pentene copolymer composition through a spinneret. The filament thus obtained may be further drawn. Further, a nonwoven fabric can be produced by a melt blown method, a spun bond method, or the like.

The platelet-shaped molded body can be formed, for example, by cutting a sheet into a predetermined shape, or can be produced by injection molding. Also, pellets of 4-methyl-1-pentene copolymer (A) are converted to antihistamine (B)
Is immersed in a solution prepared by dissolving the compound in a solvent, and the pellet is formed into a predetermined shape to form a sustained-release 4-methyl-1-
It is also possible to prepare a pentene polymer composition molded article,
After forming the methyl-1-pentene copolymer (A) into a predetermined shape, the obtained molded article is immersed in a solution in which the antihistamine agent (B) is dissolved in a solvent, so that the antihistamine agent (B) is added to the molded article. It is also possible to prepare a sustained-release 4-methyl-1-pentene polymer composition molded article by impregnation.

The sustained release 4-methyl-1 according to the present invention as described above.
-The molded article of the pentene copolymer composition is excellent in the sustained release of the antihistamine, and the emission of the antihistamine is maintained for a long time. Further, since it has excellent heat resistance, the sustained-release property is hardly reduced even at a high temperature of about 180 ° C. Further, the sustained release 4-methyl-1-pentene copolymer composition molded article according to the present invention may have excellent transparency in some cases.

As a method for dispersing the antihistamine from the sustained release 4-methyl-1-pentene copolymer composition molded article according to the present invention, the molded article may be heated, and the nonwoven fabric is formed into a filter. Air may be passed through the filter. When the compact is heated, it is preferable to use the platelet-shaped compact. The filter can be used for a filter of an air conditioner, a filter of an air purifier, and the like.

The release amount of the antihistamine can be adjusted by heating the sustained release 4-methyl-1-pentene copolymer composition molded body to a temperature of 20 to 180 ° C. In this case, the higher the heating temperature, the larger the amount of the antihistamine to diffuse.

When the antihistamine is released from the sustained release 4-methyl-1-pentene copolymer composition molded article as described above, hay fever can be prevented or the symptoms can be alleviated. Laminate The sustained release 4-methyl-1-pentene copolymer laminate according to the present invention comprises an inner layer (I) containing the antihistamine (B),
A laminate comprising the 4-methyl-1-pentene copolymer (A) and an outer layer (II) formed on both sides of the inner layer, wherein 100 parts by weight of a component forming a laminate other than the antihistamine agent Parts by weight of the antihistamine was
30 parts by weight, preferably 2 to 20 parts by weight.

The inner layer (I) may be formed of a solid antihistamine, and may be composed of a composition containing the antihistamine (B), for example, the antihistamine (B) and the 4-methyl-1-pentene copolymer (A). May be formed from a composition consisting of This antihistamine (B) and 4-methyl-1-
The content of the antihistamine (B) in the inner layer (I) composed of the pentene copolymer (A) is usually 1 to 50% by weight, preferably 2 to 25% by weight.

The outer layer (II) comprises the above-mentioned 4-methyl-1-pentene copolymer (A). The outer layer (II) may contain the antihistamine (B), and the content of the antihistamine (B) is usually 1 to 30% by weight, preferably 2 to 30% by weight.
-20% by weight.

The sustained release 4-methyl-1-pentene copolymer laminate according to the present invention may be provided with an outer layer (II) on two opposing surfaces of the inner layer (I). An outer layer (II) may be provided on the two opposite surfaces and side surfaces of the first layer.

The above-mentioned compounding agents may be added to the inner layer (I) and the outer layer (II) as long as the object of the present invention is not impaired. The shape of the sustained release 4-methyl-1-pentene copolymer composition laminate according to the present invention is not particularly limited, and examples thereof include a film, a sheet, and a platelet-shaped molded product. Further, these molded bodies may be further processed, or may be a combination of two or more kinds.

The thickness of the film comprising the laminate is not particularly limited, but is, for example, in the range of 1 to 300 μm. The thickness of the inner layer is usually 5 to 150 μm, preferably 70 to 130 μm.
μm, and the thickness of the outer layer is usually 150 to 250 μm, preferably 170 to 230 μm.

The thickness of the sheet comprising the laminate is not particularly limited, but is, for example, in the range of 0.3 to 5 mm. The thickness of the inner layer is usually 0.5 to 2.5 mm, preferably 0.7 to
2.3 mm, and the thickness of the outer layer is usually 2.5 to 4.5 m
m, preferably 2.7 to 4.3 mm.

The platelet-shaped molded product has a length and a width of usually 1 to 10 cm, respectively, and a thickness of 0.3 to 5 mm. The thickness of the inner layer is usually 0.5 to 2.5 mm, preferably 0.7 to 2.3 mm, and the thickness of the outer layer is usually 2.5 to 4.5 mm, preferably 2.7 to 4.3 mm. is there.

These laminates can be formed by a conventionally known method, for example, a co-extrusion molding method, or can be formed by forming a film or sheet as an inner layer and a film or sheet as an outer layer and then bonding them together. Good.

Further, the sustained-release 4-methyl-1-pentene copolymer laminate according to the present invention is obtained by, for example, a multilayer coextrusion inflation method, wherein the composition (1) to be the inner layer (I) and the outer layer (II) are formed. And a 4-methyl-1-pentene copolymer (A) to be extruded from an inflation die, while holding the composition (1) of the inner layer of the bag-shaped multilayer inflation film formed so as not to be solidified. Sending the multilayer blown film to, for example, a pinch roll,
It can also be produced by pressing a multilayer blown film with the pinch roll and integrating the compositions (1) facing each other.

The sustained release 4-methyl-1 according to the present invention as described above.
-The pentene copolymer composition laminate has excellent sustained release properties of the antihistamine, and the antihistamine is continuously released for a long period of time. Further, since it has excellent heat resistance, the sustained-release property is hardly reduced even at a high temperature of about 180 ° C.

As a method for dispersing the antihistamine from the sustained release 4-methyl-1-pentene copolymer composition according to the present invention, the molded article may be heated. When the compact is heated, it is preferable to use the platelet-shaped compact.

By heating the sustained release 4-methyl-1-pentene copolymer composition laminate to a temperature of 20 to 180 ° C., the amount of the antihistamine released can be adjusted. In this case, the higher the heating temperature, the greater the amount of radiation.

When the antihistamine is released from the sustained release 4-methyl-1-pentene copolymer composition laminate as described above, hay fever can be prevented or the symptoms can be alleviated.

[0044]

Industrial Applicability The sustained-release 4-methyl-1-pentene copolymer composition of the present invention and a molded article comprising the same are capable of continuously dispersing an antihistamine over a long period of time, and have a heat resistance and a solvent resistance. Excellent in nature. Further, by adjusting the heating temperature, the emission amount of the antihistamine can be adjusted. Further, the sustained release 4-methyl-1 according to the present invention
-The pentene copolymer composition and the molded article comprising the same have sustained release even at a high temperature of about 180 ° C.

[0045]

EXAMPLES Hereinafter, the present invention will be described more specifically based on examples, but the present invention is not limited to these examples.

In this example, the preparation of the composition, the preparation of the sheet and the evaluation of the physical properties were carried out as follows. Preparation of Composition A predetermined amount of a 4-methyl-1-pentene copolymer, an antihistamine and a stabilizer was dry-blended with a Henschel mixer, and then melt-kneaded with a 45 mm extruder (set temperature: 280 ° C.) to obtain a composition. Prepared.

Preparation of Sheet The prepared composition was molded using a press molding machine under the following conditions. Pressing temperature: 280 ° C. Preheating temperature: 6 hours Pressure: 50 kg / cm ² Pressing time: 2 minutes Sheet thickness: 1 mm Physical properties evaluation The prepared sheet was kept at a predetermined temperature. About 10
The sheet was placed in a room having a volume of m ^{3 and} the change in the weight of the sheet was checked every 6 hours for 24 hours (the initial weight was set to 100). The reduced weight here is due to the antihistamine component.

[0048]

Example 1 100 parts by weight of a 4-methyl-1-pentene copolymer (1-octadecene content: 6% by weight), 15 parts by weight of chlorpheniramine maleate, and tetrakisdimethylene-3 (3,5 1, -Di-tert-butyl-4-hydroxyphenyl) propionate @ methane (trade name: Irganox 1010, manufactured by Ciba Specialty Chemicals)
Dry blending was performed at a ratio of 15 parts by weight and 0.03 part by weight of calcium stearate (manufactured by Sankyoki Gosei Co., Ltd.). The resulting blend was melt-kneaded to prepare a composition. Next, a sheet of this composition was prepared by a press method, and the sustained release of diphenhydramine at each temperature was examined. Table 1 shows the results.

[0049]

Comparative Example 1 A sheet was prepared in the same manner as in Example 1 except that a 4-methyl-1-pentene copolymer having a 1-hexene content of 50% by weight was used as the 4-methyl-1-pentene copolymer. Was prepared and the resulting sheet was examined for sustained release of diphenhydramine. Table 1 shows the results.

[0050]

Comparative Example 2 A sheet was prepared in the same manner as in Example 1 except that polypropylene (trade name: F327, manufactured by Grand Polymer Co., Ltd.) was used instead of the 4-methyl-1-pentene copolymer. The sustainability of diphenhydramine in the obtained sheet was examined. Table 1 shows the results.

[0051]

[Table 1]

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) A61P 27/16 A61P 27/16 37/08 37/08 B32B 27/18 B32B 27/18 F 27/32 27 / 32 E C08J 5/18 CES C08J 5/18 CES C08K 5/00 C08K 5/00 // (C08L 23/20 (C08L 23/20 23:18) 23:18) (72) Inventor Koji Niimi 6-1-2, Waki, Waki-machi, Kuga-gun, Yamaguchi Prefecture F term (reference) 4C076 AA74 BB31 CC10 CC18 DD41 DD45Q EE03M FF31 FF68 4C086 AA01 AA02 BC17 MA01 MA05 MA32 MA63 NA10 NA11 ZA34 ZA89 ZB13 ZC13 ZC4 AA21X AC12 AC19 AE08 AF53Y AH19 BC01 BC02 4F100 AK03A AK03B AK03C AK03J AK08A AK08B AK08C AK08J AL01A AL01B AL01C BA03 BA06 BA10B BA10C BA16 BA27 CA12A GB66 JJ03 4J002 EU BB171 EL096 EN26 06 EV316 FD206 GB04

Claims (12)

[Claims] 1. A method according to claim 1, wherein (A) 4-methyl-1-pentene and at least one selected from α-olefins having 8 to 20 carbon atoms.
A copolymer with a kind of α-olefin, wherein 4-methyl-1-
A 4-methyl-1-pentene copolymer containing 80 mol% or more of a repeating unit derived from pentene and (B) an antihistamine, and 100 parts by weight of the 4-methyl-1-pentene copolymer (A) With respect to the antihistamine (B)
, In an amount of from 1 to 30 parts by weight. 2. A sustained-release 4-methyl comprising the 4-methyl-1-pentene copolymer composition according to claim 1.
1-pentene copolymer composition molded article. 3. The molded article of the sustained-release 4-methyl-1-pentene copolymer composition according to claim 2, which is a film or a sheet. 4. The sustained release 4-methyl-1-pentene copolymer composition molded article according to claim 2, which is a platelet-shaped molded article. 5. The molded article of a sustained-release 4-methyl-1-pentene copolymer composition according to claim 2, which is a fiber or a fiber product. 6. The sustained release 4-methyl-1-pentene copolymer composition molded article according to claim 2 is heated to disperse the antihistamine contained in the molded article. Dispersion method of antihistamine. 7. The amount of the antihistamine released from the sustained release 4-methyl-1-pentene copolymer composition molded article is adjusted by adjusting the heating temperature within the range of 20 to 180 ° C. A method for dispersing an antihistamine according to claim 6. 8. An inner layer containing (I) an antihistamine and (II)
Copolymer of 4-methyl-1-pentene and at least one α-olefin selected from α-olefins having 8 to 20 carbon atoms, wherein the repeating unit is derived from 4-methyl-1-pentene Containing 80% by weight or more of
A laminate comprising a pentene copolymer and an outer layer formed on both surfaces of the inner layer, wherein the antihistamine is present in an amount of 1 to 30 parts by weight based on 100 parts by weight of a component forming a laminate other than the antihistamine. A sustained-release 4-methyl-1-pentene copolymer laminate characterized by containing at a ratio. 9. The sustained-release 4-methyl-1-pentene copolymer composition laminate according to claim 8, which is a film or a sheet. 10. The sustained-release 4-methyl-1-pentene copolymer composition laminate according to claim 8, which is a platelet-shaped molded product. 11. An antihistamine agent characterized in that the sustained release 4-methyl-1-pentene copolymer laminate according to any one of claims 8 to 10 is heated to disperse the antihistamine from the laminate. Dissipation method. 12. The amount of the antihistamine released from the sustained-release 4-methyl-1-pentene copolymer laminate by adjusting the heating temperature within the range of 20 to 180 ° C. Item 12. The method for releasing an antihistamine according to Item 11.