JPH02280768A - Medical-effective fiber and its manufacture - Google Patents

Abstract

PURPOSE:To obtain a fiber which possesses the superior soothing and antiphlogistic effect which continues for long time and with which the troublesomeness due to the fixation at an onset can be reduced, by allowing the composite fiber consisting of ethylene - vinyl acetate copolymer(EVAc) resin having a specific melting index and the thermoplastic resin having the higher melting point than that of EVAv to adsorb indomethacine. CONSTITUTION:One between two melting extruders is charged with the resin (A) having the main constituent of EVAc with a melt index of 2 to 200, and another 2 is charged with the resin (B) which possesses the higher melting point than (A) and the superior stringiness, and the resin is melted and extruded by the extruders, and the polymer stream is sent into a spinning head 6 by gear pumps 3 and 4. Two kinds of polymer streams are compounded by a pack metal fitting installed onto the head so that the yarn surface area of the resin A is 10 to 90%, preferably 20 to 80%, and discharged from a spinneret 5, and formed into fiber form. The compounded yarn is immersed into the vegetable oil in which indomethacine is dissolved, and the indomethacine is absorbed and held in EVAc.

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a fiber having excellent analgesic and anti-inflammatory effects and a method for producing the same.

[Prior Art] Many inflammatory pain diseases such as arthritis, endomyositis, and keyitis occur locally and relatively close to the body surface. Therefore, if it is possible to absorb nonsteroidal anti-inflammatory drugs transdermally and obtain higher drug distribution in the inflamed area than in the blood, it would be possible to achieve high local efficacy and prevent gastrointestinal disorders that often occur when applied systemically. It is expected to reduce side effects.

Currently, ointments containing non-steroidal anti-inflammatory drugs are being evaluated for their usefulness in the treatment of orthopedic diseases because they are safer than oral preparations and because they are easier to administer to the joints of the extremities. However, due to the characteristics of the formulation, ointments cannot be said to fully meet the objectives in terms of uniformity of dosage, stability of the formulation after administration, sustainability of drug efficacy, etc.

Another preparation that is expected to have the same effect is a patch.

This is generally in the form of a poultice, where an ointment is applied to one side of a cloth, and compared to an ointment, it is
The drug is excellent in stability, uniformity of dosage, and long-lasting efficacy.

However, since this preparation basically uses a flat cloth, it is difficult to apply to affected areas with complex external shapes. This disease mostly affects the knees,
It is often seen in joints such as elbows, wrists, and ankles. These parts have complex shapes and constantly change shape during movement. For this reason, when administering medication, it is necessary to secure it well to the affected area with gauze, a wire band, etc. in order to obtain a reliable effect.
When patients use this preparation in their daily lives, it is accompanied by considerable inconvenience.

Under these circumstances, it is desired to develop a preparation that does not cause any annoyance in daily life and has certain medicinal effects, or a material constituting the preparation.

[Problems to be Solved by the Invention] As described above, the present invention aims to provide a fiber that further reduces the troublesomeness of fixing the affected area and has an excellent analgesic and anti-inflammatory effect, and a method for producing the same.

[Means for solving the problem] That is, the present invention uses a resin whose main component is an ethylene-vinyl acetate copolymer (hereinafter abbreviated as EVA c) and tJ E V
It is a composite fiber made of a thermoplastic resin with a higher melting point than Ac, and is a medicinal fiber characterized by containing indomethacin in EVAc.

Indomethacin is a non-steroidal anti-inflammatory and analgesic agent that is currently recognized as the most effective substance.

The mechanisms of action of indomethacin include inhibiting prostaglandine biosynthesis, inhibiting vascular permeability, inhibiting leukocyte migration, inhibiting protein thermal denaturation, stabilizing cell membrane, and bradykinin (
It is thought that the inhibitory effect on the release of bradykinin is involved, and these effects are thought to work cooperatively in the inflamed area (thereby exerting strong anti-inflammatory and analgesic effects).

Since the manufacturing approval of indomethacin gel in 1980, it has come into the limelight as it has been used as oral preparations, injections, and suppositories.

In view of this situation, the inventors selected indomethacin as a drug for medicinal fibers, and attempted to obtain fibers having medicinal effects by incorporating the drug into the fibers.

As a result of extensive research into incorporating indomethacin into fibers, we have obtained a composite yarn made of EVA c and other fiber-forming resins. That is, EVA c is fatty oil (fatty oil)
In particular, we focused on the property of absorbing a large amount of vegetable oils and the property of indomethacin being denatured and dissolved in vegetable oils to a certain extent, and developed a composite yarn made of EV A c and other resins with excellent spinnability. By immersing the prepared composite yarn in vegetable oil in which indomethacin was dissolved, indomethacin was absorbed and retained in EVAc together with the vegetable oil, thereby obtaining a fiber having medicinal effects.

In conventional post-processing methods, the target substance is simply coated on the fiber surface, so depending on the conditions, it may not be possible to add a sufficient amount or the substance may fall off due to friction. In addition, recently, a spinning method has been developed that involves adding a target substance into the melted polymer during fiber formation, but melt spinning requires a considerable amount of heat, so In the case of substances, they are not suitable because they may denature.

The method according to the present invention is a type of post-processing method that imparts performance to fibers, fabrics, and fabrics, but since the EVAc part of the fiber spontaneously exhausts the chemical solution, it is possible to impart performance reliably and easily. It has the feature that it can be carried out. In addition, since it can basically be exhausted by normal pressure immersion, it has many advantages such as not requiring special equipment such as a high temperature and high pressure cooker.

EVAc used in the present invention has a vinyl acetate content of 1
0 to 50% by weight of ethylene-vinyl acetate copolymer or partially saponified EVAc with a similar vinyl acetate content. The melt index of both resins is preferably 2 to 200. If the melt index is outside the range, the spinnability will be poor and composite spinning will be difficult. The appropriate weight ratio of vinyl acetate to EVAc is 10 to 50%, preferably 10 to 40%. The proportion of vinyl acetate is 40
%, EVA c becomes completely amorphous. At first glance, this seems to be compatible with the present invention as the rate and amount of vegetable oil exhaustion increase, but the swelling caused by exhaustion is extremely large, and the physical properties after exhaustion (such as strength and hardness) ) is not suitable for the present invention due to many problems such as a large decrease in In addition, when the proportion of vinyl acetate is less than 10%, the amount of exhaustion,
Both the exhaustion rate is low and it is not practical. Partial saponification E
The proportion of vinyl acetate in VAc is also 10 for the same reason as normal EVAe, and the other thermoplastic resin that forms the composite thread with EVAc has a melting point higher than that of the resin whose main component is EVAc, preferably 200°C or higher. It is good to have a material with excellent threadability. Since EVAc has poor spinnability, it can be made into fibers by combining it with a resin that has excellent spinnability. Moreover, if the melting point is 200° C. or less, it is not preferable because the application to clothing etc. becomes difficult due to insufficient heat resistance, and the applications are somewhat limited. Polyester whose main component is polyethylene terephthalate or polybutylene terephthalate, nylon 6, nylon 6.6,
Polyamides containing meta-xylene diamine nylon as a main component are considered suitable as the resin.

The vegetable oil used in the present invention dissolves indomethacin and EV
A medium that leads into Ac, specifically, avinis oil, amyris oil, angelica oil, amplified seed oil,
Ylang-ylang oil, elemi oil, oakmoss oil, onitsha oil, origanum oil, orris oil, cassi oil, cananga oil, chamomile oil, cypress oil, calamus oil, galbanum oil, guaiacuwood oil, grapefruit oil, costus oil, beyakudan Oil, citronella oil, jasmine oil, ginger oil, sweet orange oil, stylac hexa oil, spearmint oil, cedarwood oil, geranium oil, davana oil, tansy oil, turpentine oil, tuberose flower essential oil, neroli oil, pine oil, patchouli oil , honeysuckle oil, vanilla oil, balsam/copaiba oil, balsam toru oil, balsam/peru oil, palmarosa oil, cilantro oil, bitter almond oil, bitter orange oil, cypress oil, vetiver oil, peppermint oil, benny royal oil, Natural vegetable oils such as perilla oil, bergamot oil, benzoin oil, bois de rose oil, aromatic oil, mandarin oil, eucalyptus oil, lavandin oil, lavender oil, lemon oil, lemongrass oil, rose oil, rosemary oil, etc. and synthetic compounds that mimic the main components of these natural vegetable oils, such as terpene hydrocarbons such as α-pinene, β-pinene, camphene, limonene, myrcene, and β-caryophyllene, linalool, geraniol, nerol, citronellol, and lavender. oil, myrcenol, α-
Terpene alcohols such as tiluvionel, 2-menthol, borneol, nopol, isobornylcyclohexanol, farnesol, nerolidol, santalol, cedrol, pacuri alcohol, benzyl alcohol, phenethyl alcohol, γ-phenylpropyl alcohol, kapi alcohol , ansu alcohol, d-
α-Dimethylphenethyl alcohol, α-phenylethanol, β-phenylethyldimethylcarbinol, phenoxyethanol, alcohols such as patchon, diphenyl ether isosafroeugenol, p-methylanryl, anethole, eugenol, isoeugenol, methyleugenol, methylisoeugenol , benzylisoeugenol, safrole, isosafrole, methyl-β-naphthyl ether, ethyl-β-naphthyl ether and other phenols and their derivatives, heptanal, octanal, nonanal, decanal, undecanal, dodecanal, 2-methylundecanal, tridecanal. canal, tetradecanal, hexadecanal,
Aliphatic aldehydes such as trans-2-hexenal and 2,6-nonanegenal, terpene aldehydes such as citral, citronellal, hydroxycitronellal, perilaldehyde, citronellyloxyacetaldehyde, lyral and sinensal, benzaldehyde, phenylacetaldehyde, 3-phenylpropionaldehyde, cinnamaldehyde, α-amylcinamaldehyde V, α-hexylcinnamaldehyde, anisaldehyde, cuminaldehyde, piperotyl, cyclamenaldehyde, pt-butyl-α-methyldihydrocinnamaldehyde, vanillin, pulbonal Aromatic aldehydes such as citralzmethyl acecool, citral diethyl acetal, hydroxycitronellal dimethyl acecul, phenylacetaldehyde dimethyl acetal, etc., acetals such as 2-heptanone, 3-octanone, 2-octanone, 2-undecanone, etc. Terpene ketones such as ketones, carvone, menthone, and prevone,
Aromatic ketones such as p-methylacetophenone, p-methoxyacetophenone, benzophenone, benzylideneacetone, anisylacetone, p-hydroxybenzylacetone, 2-acetonaphthone, α-1β-1γ-ionone, α-n, β-n, γ -n methylionone, αβ-1γ
-isomethylionone, α-1β-7-ion, α-1
β-damascenone, α-1β-γ-damasconte asviran, theaspirone, ezran, rosefuran, nootkatone, α-vetivone, cis-jasmone, dihydrojasmone, methyl jasmonate, methyl dihydrojasmonate, jasmine lactone, maltol, cyclotene , alicyclic ketones such as furaneol, alicyclic ethers, alicyclic lactones, muscone, civetone, cyclopentadecanone, cyclopentadecanolide, ampretlide,
cyclohexadecanol, do, ethylene brasilado, 1
Macrocyclic ketones such as 2-oxahexadecanolide, 11-oxahexadecanolide, 1o-oxahexadecanolide, lactones, musk xylene, musk ketone, musk ampret, mosken, celestride, phantolide, tonalide, boraxolide and other synthetic musks , rose oxide, oxide ketone, linalool oxide, 1.8
-Cineole, cyclic ethers such as bicyclodihydrohomofarnesyl oxide, indole, skatole, 6
-Methylquinoline, 7-methylquinoline, 6-isopropylquinoline, 2-methyltetrahydroquinoline, 6-
Methyltetrahydroquinoline, 2-isobutylthiazole, 2-furylmethanethiol, 2-methylpyrazine,
Heterocyclic compounds such as 2,5-dimethylpyrazine and 2,3,5-trimethylpyrazine, esters of aliphatic acids such as geranyl formate, benzyl formate, ethyl acetate, and geranyl acetate, methyl benzoate, isoamyl benzoate, and ethyl anisate. ,
It is a synthetic vegetable oil consisting of a mixture of esters of aromatic acids such as methyl salicylate and methyl cinnamate.

Next, the method for manufacturing the fiber of the present invention will be explained.

FIG. 1 schematically shows a spinning apparatus for obtaining the fiber of the present invention.

One of the two melt extruders 1 contains a resin (A) whose main component is EVAc, and the other 2 has a resin (A) with a higher melting point than that of (A).
It is filled with resin (B) which has excellent stringability. The polymer streams melted and extruded by the extruder are each accurately metered by a gear pump and sent to the spinning head. The two types of polymer streams are combined by a pack fitting installed in the head, and then discharged from a spinneret to form fibers.

As mentioned in Hikari, the composite form of resins (A) and (B) is the result of considering performance such as exhaustion performance of the chemical solution, development of medicinal performance, durability, etc., and processability such as spinnability and stretchability. It has been found that the resin A may be in a form such that it covers 10 to 90%, preferably 20 to 80%, of the yarn surface area. Several examples of composite forms of EVAc and other polymers according to the invention are shown in FIG. When kneading resins (A) and (B) as shown in FIG. 2 (6), a static mixer is used.

The spinning speed is 1000 spins/win, the same as for general fibers.
Do it at several hundred s/sin or 3G00~5000m
/sin high speed spinning may be performed. EVAc
alone may lack stringiness, but PET, PBT
By combining it with nylon, nylon, etc., even high-speed spinning can be performed without any problems. Depending on the composite resin or composite form, separation of the two resins may occur during stretching, so high-speed spinning is effective in that case. If this is not the case, it is possible to obtain a yarn with high strength by spinning at a normal spinning speed and ensuring stretching.

In order to exhaust the indomethacin vegetable oil solution into the fibers, woven fabric, or fabric after spinning or drawing, the yarn or fabric is immersed in the solution under normal pressure or pressurization. The chemical solution exhaustion rate of EVAc- is quite fast even at normal pressure, but when a faster exhaustion rate is required in the process, a method using pressurization is preferable. The exhaustion rate can also be increased by heating. When heating, it is necessary to carry out heating within a range that does not cause volatilization or denaturation of vegetable oil, elution of EVAc, etc.

[Effects of the Invention] The medicinal fiber of the present invention has excellent cinnamon absorbability, and indomethacin, an analgesic and anti-inflammatory agent, is absorbed into the fiber through post-processing.
This allows for an unprecedented new form of preparations with cinnamon analgesic and anti-inflammatory effects, allowing patients to be treated with a patch,
Or, it frees people from the trouble of using ointments.

[Example] The present invention will be specifically described below with reference to Examples.

Example 1 Polyethylene terephthalate containing 0.5vt% of Ti1t of [77]=0.65 was extruded using a 40φ extruder, while EVAc containing 20vt% of vinyl acetate was extruded using a 4oφ extruder, and predetermined amounts of each were weighed. Flow into a spinning pack, discharge from a round hole nozzle, and spin at a spinning speed of 1000.
Composite spinning was performed at m/@in. The cross section of the composite yarn is as shown in FIG. 3, and the composite yarn is such that EVAc occupies 20% of the total fiber surface area. The spinning material and yarn were drawn on a roller plate to obtain a multifilament of 75 denier and 24 filaments.

The drawn yarn was knitted using a ram machine to obtain a tubular knitted fabric with a diameter of 7.5 cm. After completely removing the oil from the tubular knitted fabric with detergent,
It was left to stand and immersed in a 5vt% indomethacin-olive oil solution at 40°C for 30 minutes. After soaking, the knitted fabric was washed in a warm neutral detergent solution (approximately 30" C) to completely remove the chemical solution adhering to the knitted fabric and between the vertical grains. Then, it was washed with water, dehydrated, and air-dried. - After being left to air-dry overnight. , when the weight increase rate was measured, it was 20
It was 0%. Furthermore, the amount of indomethacin contained per ton of tubular knitted fabric before exhaustion was 40 mg. This is approximately the same drug concentration as commercially available patches.

Example 2 Polybutylene terephthalate with [η]-0.68 was added to 40
EVA c with a vinyl acetate content of 25vt% was extruded from a 40φ extruder, and a predetermined amount of EVA c was extruded from a 40φ extruder.Then, it was poured into a spinning pack and discharged from a round hole nozzle, resulting in high-speed composite spinning at a spinning speed of 3500 s/sin. and
A multifilament of 90 denier 24 filaments was obtained. The cross section of the composite yarn is as shown in FIG. 4, and the composite yarn was composited so that EVAc occupied 30% of the total fiber surface area. The composite yarn was false twisted under normal conditions. The false twisted yarn was shaped into a general shape using a rolling machine and immersed in a 5 wt % indomethacin-pine oil solution at 40° C. for 40 minutes. After soaking, the whole product was washed with detergent (approximately 30°C) and then with water.

After washing with water, it was left to air dry for a day and then wound back onto the bobbin. In the system thus obtained, 30
B's indomethacin had been exhausted.

The indomethacin exhaustion thread was knitted into a commercially available elastic strip in the same amount as the strip. When the thin strip was applied to the knees, wrists, lower legs, waist, etc., it could be handled just like a normal thin strip.

Comparative Example 1 The composite weight ratio of EVA c and polyethylene terephthalate is 90 + 10, and the ratio of EVAc to the fiber surface is 9
Composite spinning was attempted at 5%. However, the shaking of the yarn on the nozzle surface did not subside and the spinning condition was poor.

Comparative Example 2 An attempt was made to obtain a composite yarn using EVAc having a melt index (MI) of 300 in the same manner as in Example 1, but single yarn breakage occurred frequently during spinning and winding was difficult. Further, during stretching, single fiber breakage, fuzz, etc. occurred, and the stretching property was extremely poor.

[Brief explanation of drawings]

FIG. 1 is a schematic diagram of a spinning device for obtaining the fiber of the present invention;
FIG. 2 is a diagram showing the composite form of the composite fiber of the present invention, and FIGS. 3 and 4 are cross-sectional photographic diagrams of the composite fiber used in Examples, respectively. Melt Extruder Melt Extruder Gear Pump Gear Pump Spinneret

Claims (2)

[Claims] (1) Consisting of a resin whose main component is an ethylene-vinyl acetate copolymer with a melt index of 2 to 200 and a thermoplastic resin with a higher melting point than the resin, and the ratio of the former resin to the surface area of the fiber is 10-90%,
The former is a medicinal fiber with excellent analgesic and anti-inflammatory effects, characterized by containing indomethacin in the resin. (2) Spun yarn or drawn yarn obtained by composite spinning a resin whose main component is an ethylene-vinyl acetate copolymer with a melt index of 2 to 200 and a thermoplastic resin having a higher melting point than the resin. A method for producing medicinal fibers having excellent analgesic and anti-inflammatory effects, characterized by immersing threads in a solution in which indomethacin is dissolved and allowing the solution to be absorbed into the former resin to exhaust indomethacin into the fibers.