JP2000314085A - Fiber structure and its processing - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a fiber structure for clothes having both anti-inflammatory activity capable of alleviating allergic property and antibacterial property, having soft touch and low in irritation to the skin, and having excellent washing resistance of these properties, and to provide a method for producing the fiber structure. SOLUTION: A fiber structure in which a higher alcohol ester compound of glycyrrhetinic acid and/or a higher fatty acid ester compound of glycyrrhetinic acid, an animal or plant oil, and a surfactant are tightly adhered on a fiber structure. The objective fiber structure is obtained by dissolving a higher alcohol ester compound of glycyrrhetinic acid and/or a higher fatty acid ester of glycyrrhetinic acid in an animal or plant oil, emulsifying the solution with a surfactant to obtain an emulsified dispersion, imparting the dispersion to a fiber structure, and then heating the treated fiber structure at 140-180 deg.C.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a garment which has both anti-inflammatory properties and antibacterial properties which alleviate allergic symptoms, has a soft feel, has low skin irritation, and has excellent washing durability in these properties. The present invention relates to a fiber structure and a method for processing the same.

[0002]

2. Description of the Related Art Conventionally, as a fibrous structure with little irritation to the skin, 100% cotton has been used.
It is said that the washing of the skin is the most effective, and recently, a patient with atopic dermatitis, a person with allergic symptoms, a person with easily rough skin, a fiber structure having antibacterial properties for baby use, etc., or skin It has been desired to develop a fibrous structure that uses as little stimulating chemicals as possible.

[0003] Glycyrrhizic acid, glycyrrhetinic acid and its derivatives, which are extractable components of licorice extract, have been known as anti-inflammatory compounds since ancient times. These compounds have anti-inflammatory action, anti-allergic action, anti-tumor action, detoxification action, liver function improving action, decholesterolizing action, etc., are non-toxic, have high skin safety, and have various As a treatment and prevention, it is widely used, for example, as a medicine for internal use, injection, eye drops, skin treatment for eczema, rash and the like.

In this case, as a method for imparting antibacterial properties to the fiber structure, for example, JP-A-8-134778 discloses an antibacterial deodorant treated with chitosan, dipotassium glycyrrhizinate and coconut oil fatty acid hydrolyzed collagen triethanolamine. A method of processing a textile product having an effect is disclosed.

[0005] However, this method requires a special processing agent and a processing method, and is not general.

On the other hand, it has been desired to develop a fiber structure having anti-inflammatory properties for alleviating allergic symptoms, especially as clothing for patients with atopic dermatitis, which has been increasing recently.

[0007] For this reason, Japanese Patent Application Laid-Open No. Hei 10-131033 discloses that a drug containing at least one component selected from a glycyrrhizic acid compound and a glycyrrhetinic acid compound is fixed on at least the fiber surface of a fiber structure. An anti-atopic fiber structure is disclosed, in which the above-mentioned drug is fixed to a fiber structure such as a cloth with a synthetic resin binder as it is or in a microencapsulated state.

However, in the above method, it takes time to perform microencapsulation, and when the microencapsulation is not performed, if the particles of the wet-dispersed composition are large, the ability of the synthetic resin binder to hold and adhere these particles to the fibers is reduced. Since it is not sufficient, the washing durability becomes insufficient. Further, the synthetic resin binder component has an allergic effect, and may increase atopy, and is unsuitable as anti-atopic clothing.

In the above method, synthetic fibers such as polyester, polyamide, polyolefin, and acrylic can provide a certain washing durability, but natural fibers such as cotton and hemp, rayon, cupra, and Tencel (trade names) And fibrous structures composed of regenerated cellulose fibers such as Lyocell (trade name), and cellulosic fibers such as blended fibers such as cotton / polyester, cotton / spandex, and rayon / polyester fibers in which these are mixed with synthetic fibers. Is
There are drawbacks in that it is extremely difficult to obtain washing durability, and that the feel is poor and the texture is poor.

JP-B-51-36399 discloses a bactericidal effect and an anti-rash effect impregnated with benzalkonium chloride or chlorhexidine gluconate, glycyrrhizic acid or a salt thereof and / or glycyrrhetinic acid or a salt thereof. A textile product is disclosed, and a method of spray impregnation using an aqueous solution to which a water-soluble nonionic polymer compound such as methylcellulose, hydroxypropylcellulose, and polyethylene glycol is added as a stabilizer for preventing precipitation is considered to be preferable. ing.

However, this method has a problem that the adhesion between the active ingredient and the fiber structure is insufficient, the washing durability is poor, and a soft texture and a skin-friendly fiber product cannot be obtained. .

In addition to having anti-inflammatory properties and antibacterial properties to relieve allergic symptoms, natural fibers such as cotton and hemp, regenerated cellulose fibers such as rayon, cupra, tencel (trade name), lyocell (trade name), and the like Cotton / polyester, cotton / spandex,
With respect to a fiber structure made of cellulosic fiber such as a blended fiber such as rayon / polyester fiber, development of a fiber structure having excellent washing durability, soft feel and gentle skin has been desired.

The present invention has been made in view of the above circumstances, and has anti-inflammatory properties and anti-bacterial properties that alleviate allergic diseases, has excellent washing durability, and has a soft feel and is gentle on skin. An object of the present invention is to provide a fiber structure and a method for processing the same.

[0014]

Means for Solving the Problems and Embodiments of the Invention As a result of intensive studies to achieve the above object, the present inventors have found that higher alcohol ester compounds of glycyrrhetinic acid and / or higher fatty acid ester compounds of glycyrrhetinic acid. (Hereinafter, abbreviated as "glycyrrhetinic acid compound") in animal or vegetable oil, emulsified with a surfactant, and then applied to the fibrous structure, followed by heat treatment at 140 to 180 ° C. Particularly, natural fibers such as cotton and hemp, regenerated cellulose fibers such as rayon, cupra, Tencel (trade name) and lyocell (trade name), and cotton / polyester, cotton / spandex, rayon / Glycyrrhetinic acid compound adheres even to fibrous structures composed of cellulosic fibers such as blended fibers such as polyester fibers. In addition to having excellent anti-inflammatory and antibacterial properties to relieve allergic diseases, these excellent performances can be maintained for a long time even after repeated washing, and a soft texture and a skin-friendly fiber structure can be obtained. And found that the present invention was achieved.

[0015] Fiber products using the fiber structure made of the cellulosic fibers processed according to the present invention are particularly suitable for underwear in which a patient with atopic dermatitis, a person with allergic symptoms, or a person with rough skin is in direct contact with the skin. , Lingerie, bedding, bedding,
Suitable for nursing care products such as sheets, pajamas, towels, gloves, and diapers, and of course, it has excellent antibacterial properties in addition to anti-inflammatory properties. It can be widely applied to clothing for the elderly and clothing for patients during medical treatment.

It is not clear why the fiber structure made of cellulosic fibers has excellent washing durability by the method for processing a fiber structure of the present invention, but the state in which a glycyrrhetinic acid compound is included in animal and vegetable oils is unknown. By giving a heat treatment at 140-180 ° C.
Animal and vegetable oils cause thermal expansion, filling the amorphous region of relatively coarse cellulosic fibers such as cotton and rayon,
The terminal chain molecules of the glycyrrhetinic acid compound are complicatedly entangled and blocked at the molecular level, and together, the glycyrrhetinic acid compound is narrowly occluded in the non-crystalline region of the cellulosic fiber, and glycyrrhetin is contained in the fiber. It is presumed that the acid compound becomes extremely difficult to fall off and exhibits excellent washing durability. This is inferred from the fact that synthetic fibers such as polyester and nylon having a narrow non-crystalline region compared to cellulosic fibers such as cotton and rayon do not provide washing durability even when the processing method of the present invention is applied. You.

Therefore, the present invention is, firstly, that a higher alcohol ester compound of glycyrrhetinic acid and / or a higher fatty acid ester compound of glycyrrhetinic acid, animal and vegetable oils, and a surfactant are fixed to a fiber structure. And, secondly, an emulsified dispersion obtained by dissolving a higher alcohol ester compound of glycyrrhetinic acid and / or a higher fatty acid ester compound of glycyrrhetinic acid in animal or vegetable oil and emulsifying with a surfactant. Provided is a method for processing a fibrous structure, which comprises applying a heat treatment at 140 to 180 ° C. after applying to the structure.

Hereinafter, the present invention will be described in more detail.
The fiber structure of the present invention is obtained by fixing a higher alcohol ester compound of glycyrrhetinic acid and / or a higher fatty acid ester compound of glycyrrhetinic acid, animal and vegetable oils, and a surfactant to the fiber structure.

Here, as the glycyrrhetinic acid compound of the present invention, a higher alcohol ester compound of glycyrrhetinic acid, which is a derivative of glycyrrhetinic acid which is an aglycone of glycyrrhizic acid obtained from licorice, and / or a higher fatty acid ester compound of glycyrrhetic acid are used. Can be

Specifically, glycyrrhetinic acid and C 1
0 or more, preferably an ester compound of 12 to 20 saturated or unsaturated higher alcohols such as lauryl alcohol, cetyl alcohol, stearyl alcohol, oleyl alcohol, linole alcohol, or glycyrrhetinic acid and 10 or more carbon atoms, preferably 12 or more. To 20 saturated or unsaturated higher fatty acids, for example, ester compounds with lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, etc., and particularly those represented by the following general formula: preferable.

[0021]

Embedded image (Wherein, R ¹ is a hydroxyl group or an ester residue of a saturated or unsaturated higher alcohol having 10 or more carbon atoms, preferably 12 to 20 carbon atoms, and R ² is a hydrogen atom or 10 or more carbon atoms, preferably 12 carbon atoms. Represents an ester residue of a saturated or unsaturated higher fatty acid of -20. Note that R ¹ does not simultaneously fill a hydroxyl group and R ² does not simultaneously fill a hydrogen atom.)

In the above formula, R¹Is a hydroxyl group or carbon number 1
0 or more, preferably 12 to 20 saturated or unsaturated higher
Ester residues of alcohols, for example CH_Three(CH_Two)_TenO
-, CH_Three(CH_Two)₁₂O-, CH_Three(CH_Two)₁₄O-, C
H_Three(CH_Two)₁₆O-, CH_Three(CH_Two)₁₈O-, CH
_Three(CH_Two)₇CH = CH (CH_Two)₇O-, CH_Three(C
H_Two) _Four(CH = CHCH_Two)_Two(CH_Two)₆O-, CH_ThreeC
H_Two(CH = CHCH_Two)_Three(CH_Two)₆O- and the like
It is.

R ² is a hydrogen atom or an ester residue of a saturated or unsaturated higher fatty acid having 10 or more, preferably 12 to 20 carbon atoms, for example, CH ₃ (CH ₂ ) ₁₀ CO—, CH _2
3 (CH ₂ ) ₁₂ CO-, CH ₃ (CH ₂ ) ₁₄ CO-, CH _{3
(CH 2) 16 CO-, CH} 3 (CH 2) 18 CO-, CH
_{3 (CH 2) 7 CH =} CH (CH 2) 7 CO-, CH 3 (CH
_{2) 4 (CH = CHCH 2} ) 2 (CH 2) 6 CO-, CH 3 C
_{H 2 (CH = CHCH 2)} 3 (CH 2) 6 CO- , and the like.

Examples of such glycyrrhetinic acid compounds include stearyl glycyrrhetinate, palmityl glycyrrhetinate, cetiroyl glycyrrhetinate, glycyrrhetinyl 3-stearate, glycyrrhetinyl 3-laurate, and glycyrrhetinyl 3-palmitate. The species can be used alone or as a mixture of two or more. Among these, stearyl glycyrrhetinate is particularly preferred from the viewpoint of mixing solubility with animal and vegetable oils described below.

Many animal and vegetable oils for mixing and dissolving the glycyrrhetinic acid compound can be used. As an example, animal oils include squalane, sardine oil, lard oil and the like. Vegetable oils include hempseed oil, cottonseed oil, castor oil, hardened castor oil, mustard oil, corn oil, soybean oil, rice haiga oil, tung oil, olive oil, perilla oil, palm oil, coconut oil, eno oil, rapeseed oil, sunflower oil, ama And oil, jojoba oil and the like, and these can be used alone or in combination of two or more.

The main components of these animal and vegetable oils are unsaturated and saturated higher fatty acids such as oleic acid, linoleic acid, linolenic acid, succinic acid, palmitic acid, myristic acid, lauric acid and stearic acid. If linoleic acid, linolenic acid, succinic acid, etc. adhere to the fiber, they may cause odor due to oxidative polymerization or discoloration if left for a long period of time or cause discoloration. Is preferred.

In this case, it is preferable to use an animal or vegetable oil in which the animal or vegetable oil itself effectively acts on allergic skin diseases, in order to achieve the object of the present invention. In particular, immunomodulators such as squalane and jojoba oil having a skin moisturizing property are used. It is preferable to use perilla oil, olive oil and the like having properties.

In addition, animal and vegetable oils originally have softness and smoothness that make the feel of the fiber elegant,
When used in combination with the glycyrrhetinic acid compound, the fiber structure can be imparted with a softer feel and feel in addition to the anti-inflammatory properties.

As the surfactant, commercially available products such as nonionic surfactants, anionic surfactants, cationic surfactants and amphoteric surfactants can be used. Surfactants listed on the basis of no or no cosmetic ingredients are preferred,
For example, soy lecithin, egg yolk lecithin, saponin, oligoglycoside, phospholipid biosurfactant, acylpeptide biosurfactant, polyoxyethylene polyoxypropylene glycol, polyoxyethylene polyoxypropylene cetyl ether, polyoxyethylene polyoxypropylene butyl ether Polyoxyethylene coconut oil fatty acid monoethanolamide, polyoxyethylene lauryl ether, polyoxyethylene lauryl ether triethanolamine sulfate, sodium polyoxyethylene lauryl ether sulfate, polyoxyethylene lauryl ether phosphoric acid, polyoxyethylene lauryl ether phosphoric acid Sodium, polyoxyethylene lanolin, polyoxyethylene lanolin alcohol, polyoxypropylene Butyl ether, polyvinyl alcohol, polyvinyl pyrrolidone, sodium polyphosphate,
Sorbitan monooleate, polyethylene glycol monooleate, polyoxyethylene sorbitan monooleate, ethylene glycol monostearate, sorbitan monostearate, propylene glycol monostearate, polyethylene glycol monostearate,
Polyoxyethylene glyceryl monostearate, polyoxyethylene sorbitan monostearate, sorbitan monopalmitate, polyoxyethylene sorbitan monopalmitate, sorbitan monolaurate, polyethylene glycol monolaurate, polyoxyethylene sorbitan monolaurate, polyoxyethylene monolaurate Surfactants such as sorbitol and coconut oil fatty acid diethanolamide can be mentioned, and one of these can be used alone or in combination of two or more.

The fiber structure of the present invention is prepared by diluting an emulsified dispersion containing the above-mentioned glycyrrhetinic acid compound, animal and vegetable oil, and a surfactant with water, preferably purified water, and applying it to the fiber structure. Thereafter, by heat treatment, the glycyrrhetinic acid compound, the animal and vegetable oil, and the surfactant are fixed to the fiber structure.

In this case, the mixing ratio of the glycyrrhetinic acid compound, the animal and vegetable oil, and the surfactant in the emulsified dispersion is as follows:
Although not particularly limited, a glycyrrhetinic acid compound: animal / vegetable oil: surfactant = 1 to 10: 1 to 30: 1 to 1 by weight.
It is preferably 15 and more preferably 1 to 10:
15-25: 5-8. If the mixing ratio is out of the above range, the anti-inflammatory property and the antibacterial property may not be sufficiently exhibited, or the dispersibility of the emulsified dispersion and the adhesion to the fiber structure may be impaired.

The material of the above-mentioned fiber structure is preferably composed of cellulosic fibers. Examples of the cellulosic fibers include natural fibers such as cotton and hemp, rayon, cupra, tencel (trade name), and lyocell (trade name). ), Etc., and semi-synthetic fibers such as acetate, and cotton / wool, cotton / polyester, cotton / cotton obtained by mixing these fibers with natural fibers such as wool and silk or synthetic fibers such as polyester.
Examples thereof include fibers made of blended fibers such as spandex and rayon / polyester fibers. Among these cellulosic fibers, natural fibers such as the above-mentioned cotton and regenerated cellulose fibers such as rayon are preferable, and natural fibers such as cotton are particularly preferable, and cotton is most preferable. Examples of the fibrous structure include cotton, yarn, woven and knitted fabric, nonwoven fabric, and the like made of the above materials, and sewn products thereof.

In the present invention, the amount of the glycyrrhetinic acid compound fixed to the fiber structure is 0.01% by weight or more, preferably 0.05 to 2% by weight, more preferably 0.1 to 1%.
% By weight. If the amount of the glycyrrhetinic acid compound fixed to the fiber structure is less than 0.01% by weight, it may not be possible to exhibit anti-inflammatory properties and antibacterial properties with washing durability.
If the amount is too large, the effect on inflammation and allergy does not increase in proportion to the amount, and the feeling of fiber may be impaired.

In the emulsified dispersion of the present invention, as optional components other than those described above, commonly used compounding agents such as alcohols, humectants, thickeners, preservatives, antioxidants, chelating agents, pH adjusters, Flavors, dyes, ultraviolet absorbers, ultraviolet scattering agents, vitamins, amino acids, and the like can be added. The optional components are not limited to these.

In the present invention, if necessary, the glycyrrhetinic acid compound which is not narrowly closed in the non-crystalline region of the cellulose fiber is fixed, and the glycyrrhetinic acid compound is also applied to synthetic fibers such as polyester and nylon used as blended fibers. For the purpose of fixing the resin, a urethane-based resin, an acrylic resin, a film-forming synthetic resin binder such as a nylon-based resin may be used in combination, but according to the present invention, the amount of the synthetic resin binder used is extremely small. It can achieve its purpose in small amounts, without causing allergies.

Next, the method for processing a fiber structure of the present invention is as follows.
A glycyrrhetinic acid compound is dissolved in animal or vegetable oil, and an emulsified dispersion obtained by emulsifying with a surfactant is applied to the fibrous structure, followed by heat treatment at 140 to 180 ° C.

The method for preparing the above emulsified dispersion is not particularly limited. For example, a glycyrrhetinic acid compound, an animal or vegetable oil and a surfactant are stirred with a homomixer or the like to homogenize the mixture, and if necessary, the temperature is increased. And stirring the mixture.

In this case, the emulsified dispersion can be prepared by first preparing a high-concentration emulsified dispersion, and optionally preparing it with water. Further, an emulsified dispersion having a working concentration may be directly prepared without passing through the high-concentration emulsified dispersion, but the method of passing through the high-concentration emulsified dispersion is preferable in terms of storage and management of the emulsified dispersion.

The fiber structure is immersed in the emulsified dispersion, squeezed with a mangle or a centrifugal dehydrator, and then dried. In this case, the squeezing ratio can be appropriately adjusted according to the amount of the glycyrrhetinic acid compound finally fixed to the fiber structure. Drying is performed to remove water as much as possible before the next heat treatment step, and ordinary drying conditions can be employed.

Next, heat treatment is performed. This heat treatment is performed to fix the glycyrrhetinic acid compound to the fiber structure and to provide excellent washing durability.
20 seconds to 5 minutes at 80 ° C, especially 40 ° C to 160 ° C
It is preferable to carry out under the condition of seconds to 3 minutes. If the heat treatment conditions are below the above range, the glycyrrhetinic acid compound will be insufficiently fixed to the fibers, and the washing durability will be poor. On the other hand, if the ratio exceeds the above range, the strength of the fiber structure is reduced and the emulsified dispersion is discolored, whereby the fiber structure is colored.

The fibrous structure made of the cellulosic fiber obtained by the processing method of the present invention is preferably used for a fiber product which is in direct contact with the skin in order to effectively exert an anti-inflammatory effect such as allergic dermatitis. , Lingerie, bedding and bedding, sheets, pajamas, towels, gloves, hats, bandages, gauze, diapers and other nursing care products. In addition, since the fiber structure of the present invention has both excellent anti-inflammatory properties and antibacterial properties, it can be used for baby clothing, clothing for the elderly with reduced immunity, clothing for patients undergoing medical treatment, and the like. It is widely applicable.

[0042]

The present invention will be described in detail below with reference to examples and comparative examples, but the present invention is not limited to the following examples.

Example 1 Stearyl glycyrrhetinate (trade name: Cio Gretinol; manufactured by Maruzen Pharmaceutical Co., Ltd.) 40
g, jojoba oil 200 g, polyoxyethylene (13 mol) cetyl ether (trade name: Newcol; manufactured by Nippon Emulsifier Co., Ltd.) 48 g, phosphatidyl choline (trade name: Tech Colin, manufactured by Tech Chem Institute), coconut oil fatty acid sorbitan (product) Name ionet; Sanyo Chemical Co., Ltd.) 4 g,
8 g of polyoxyethylene (75 mol) polyoxypropylene (35 mol) ether (trade name: Newpol; manufactured by Sanyo Chemical Co., Ltd.) is weighed in a container and a homomixer 1000 rpm
The temperature was raised to 85 ° C. under stirring, and the contents were homogenized.
While maintaining the temperature at 0 to 90 ° C., 80 g of 70 ° C.
The mixture was dropped over a period of minutes and stirred at a high speed for 1 hour with a homomixer of 3500 rpm. Turn off the heat and add 200g of hot water at 60 ℃.
The mixture was added dropwise over 0 minutes, and 410 g of 40 ° C. hot water was added thereto over 10 minutes under stirring with a homomixer at 500 rpm, and the homomixer was stopped and cooled to obtain 1,000 g of a milky white emulsion. 925 g of purified water was added to 75 g of the obtained emulsion, and a 100% cotton double knit was padded at a squeezing ratio of 92% and pad-dried at 100 ° C for 5 minutes.
Further, heat treatment was performed at 150 ° C. for 2 minutes to obtain a treated cloth of Example 1.

Example 2 60 g of stearyl glycyrrhetinate (same as above), 200 g of olive oil, polyethylene oxide wax (trade name: High Wax; manufactured by Mitsui Petrochemical Co., Ltd.)
4 g, polyoxyethylene (14 mol) oleyl cetyl ether (trade name: Emulmin; manufactured by Sanyo Chemical Co., Ltd.) 43
g, sorbitan monostearate (trade name: IONET;
Purified water was added to 8 g of Sanyo Kasei Co., Ltd. in the same manner as in Example 1, and the mixture was stirred with a homomixer.
g was obtained. 950 g of purified water was added to 50 g of the obtained emulsion, and 100% cotton double knit was treated in the same manner as in Example 1 using the prepared liquid to obtain a treated cloth of Example 2.

Comparative Example 1 60 g of stearyl glycyrrhetinate (same as above), 3 g of polyethylene glycol distearate (trade name: Pepol; manufactured by Toho Chemical Co., Ltd.), polyoxyethylene (10 mol) octyl phenol ether (trade name: Emulmin; manufactured by Sanyo Chemical Co., Ltd.) ), 8 g of polyoxyethylene (40 mol) nonylphenol ether sulfate sodium salt active 45% (manufactured by Sanyo Chemical Co., Ltd.) and 921 g of purified water were weighed in a container, and a homomixer 1000r
Temporarily dispersed for 1 hour under pm stirring. Thereafter, the mixture was wet-pulverized and dispersed in a ball mill for 8 hours to obtain a milky white dispersion 10
00 g were obtained. Using a liquid prepared by preparing 950 g of purified water from 50 g of this dispersion, the same treatment as in Example 1 was performed on a 100% cotton double knit to obtain a treated cloth of Comparative Example 1.

[Comparative Example 2] 60 g of the dispersion obtained in Comparative Example 1 above, 35 g of a polyacrylurethane-blocked isocyanate active 35% (trade name: Techcoat; manufactured by Keishin Kasei Co., Ltd.) as the binder, and an organic tin catalyst active 1
The same treatment as in Example 1 was performed on a 100% cotton double knit using a liquid prepared with 4 g of 4% (trade name: Techcoat; manufactured by Keishin Kasei Co., Ltd.) and 931.3 g of purified water. I got

[Comparative Example 3] 956 g of soapless polyacryl emulsion active 35% (trade name: KC Resin; manufactured by Keishin Kasei Co., Ltd.) mainly composed of butyl acrylate and metamethyl acrylate, polyoxyethylene (40 mol) nonylphenol ether sulfate 4 g of 45% sodium salt active (manufactured by Sanyo Chemical Co., Ltd.) and 40 g of stearyl glycyrrhetinate (same as above) were stirred and mixed with a blade-type stirrer at 500 rpm for 1 hour to obtain 1,000 g of a white dispersion. The same treatment as in Example 1 was performed on a 100% cotton double knit using a liquid prepared by adjusting 75 g of the obtained dispersion with 925 g of purified water to obtain a treated cloth of Comparative Example 3.

Comparative Example 4 The same treatment as in Example 1 was performed on a 100% cotton double knit using only purified water to obtain a treated cloth of Comparative Example 4.

Next, washing durability of the treated cloths of Examples 1 and 2 and Comparative Examples 1 to 4 and the amount of stearyl glycyrrhetinate in the treated cloths were measured by the following methods. Table 1 shows the results.

Washing durability test In accordance with JIS-0217-103 method, washing once, 5 times
10 times, and the texture after washing was determined according to the following criteria. <Hand feeling evaluation criteria> A: Feels more flexible than untreated cloth. ：: Flexibility is felt more than untreated cloth. □: almost the same texture as untreated cloth. Δ: Harder than fabric not treated. X: Hardness is felt stronger than untreated cloth.

Glycyrrhetinic stear present in fibers
Measurement Method of Ril The cloths obtained in Examples 1 and 2 and Comparative Examples 1 to 4 were each finely cut, and about 2 g thereof was precisely weighed. 80 ml each of chloroform was added to this, and extraction was repeated three times.
Chloroform was evaporated by an evaporator to obtain a dried product. The resulting dried product was dissolved by adding 20 ml of the following mobile phase solvent for high performance liquid chromatography, and the solution was filtered through a membrane filter to make exactly 25 ml. Using this liquid, the amount of stearyl glycyrrhetinate present in the fiber was measured using a high performance liquid chromatography apparatus (manufactured by JASCO Corporation) under the following high performance liquid chromatography measurement conditions. In addition, the amount of stearyl glycyrrhetinate in the unwashed cloth and each washed cloth was measured, and the unwashed cloth was measured at 100%.
Then, the residual ratio of the amount of stearyl glycyrrhetinate after each washing was calculated. <High-performance liquid chromatography measurement conditions> Mobile phase solvent: methanol: ethanol = 8: 2 Column: reversed-phase octadecylsilylated silica gel column (4.6 mm × 250 mm, 10 μ) Temperature: 40 ° C. Flow rate: 2 ml / min Detection: ultraviolet absorption Wavelength 254nm

[0052]

[Table 1] From the results in Table 1, the cloths treated using the emulsions of Examples 1 and 2 are not only excellent in washing durability but also extremely excellent in texture as compared with Comparative Examples 1 to 4. Also,
The anti-inflammatory effect against allergic dermatitis and the like can be expected from the results of the content of stearyl glycyrrhetinate in the fiber and the residual ratio thereof.

Example 3 Emulsion 40 prepared in Example 2
g in a solution prepared with 960 g of purified water, a 100% cotton knit mill is squeezed at 100% and pad-dried at 100 ° C. × 5.
Then, heat treatment was performed at 150 ° C. for 2 minutes to obtain a treated cloth of Example 3.

For the knitted fiber of Example 3, the following carrageenin edema method (Carrageenin) was used.
An anti-inflammatory effect test was performed by Edema Method). Table 2 shows the results.

Anti-inflammatory activity test method Wistar male rats of around 110 g were purchased and 20 rats were purchased.
After pre-breeding for one week, the body weight was measured and the animals were divided into three groups of six animals per group. Then, the volume of the right heel is measured by a foot volume measurement device (TK-
105 Muromachi Kikai). Next, a flame retardant (1
% Carrageenin) 2 hours before administration of the sample cloth 3 × 6c
m, squalane was infiltrated with 200 μl, and then applied (wrapped) around the right foot and heel, and gently tied with a surgical tape from above and fixed. Two hours after the start of sample application,
The fixed cloth was removed, and a 1% solution of carrageenin (Carrageenin; Wako Pure Chemical Industries, Ltd.) previously dissolved in physiological saline was administered to the right foot and heel of 0.1 ml per rat. , 4 and 5 hours later, the right heel volume was measured, and the edema rate and the inhibition rate were determined by the following equations. Edema rate (%) = {(B−A) / A} × 100 A: Right foot-heel volume before administration of inflammatory agent B: Right foot-heel volume after administration of inflammatory agent Inhibition rate (%) = {(C−D) ) / C} × 100 C: Edema rate of control D: Edema rate of Example 3

[0056]

[Table 2] **: significant difference at 99% (Significant)
(at 99%) From the results shown in Table 2, when the untreated product was used as a control, when it was compared at the third hour after administration, at which the onset of acute inflammation was the highest, in Example 3, it was about 17 % Of acute inflammation, and the anti-inflammatory effect was confirmed to be effective.

Example 4 Emulsion 27 prepared in Example 2
100% cotton broad cloth at a squeezing rate of 100% and a pad dry 100 ° C. for 5 minutes.
Further, heat treatment was performed at 160 ° C. for 1.5 minutes to obtain a treated cloth of Example 4.

Next, the antibacterial properties of the cotton broad fabrics of Examples 4 and 3 after unwashed, after washing 10 times, after washing 30 times and after washing 50 times were measured according to JIS L19.
02 Quantitative test method. Table 3 shows the results.

<Antibacterial evaluation method> Test bacteria: Staphylococcus
us aureus IF012732) Test piece weight: 0.4 g Bacteriostatic activity value = (common logarithm of the viable cell count after 18 hours of cultivation of the raw cloth)-(viable cell count after 18 hours of cultivation in Example 3 or 4) The antibacterial activity was determined to be “with antibacterial activity” when the bacteriostatic activity value was 2.2 or more. <Washing method> JIS L 1042 103 method (JAFE
Uses T standard detergent)

[0060]

[Table 3] From the results in Table 3, it was confirmed that Examples 3 and 4 had high antibacterial properties even after 50 washes, and had excellent washing durability.

Further, using the treated cloth prepared in Example 4, skin irritation was evaluated by the following method. Table 4 shows the results
Shown in

Skin Irritation A skin sticking test was carried out by a half-open patch test according to the Kawai method of the Japan Society for Industrial Skin Health.

[0063]

[Table 4] From the results in Table 4, it was recognized that the treated cloth of Example 4 had extremely low skin irritation.

[0064]

According to the present invention, the glycyrrhetinic acid compound adheres to the fibrous structure, has excellent anti-inflammatory and antibacterial properties to alleviate allergic diseases, and has such excellent performance for a long time even after repeated washing. , And the texture is soft, and a skin-friendly fiber structure can be obtained. Further, according to the fibrous structure of the present invention, anti-inflammatory and antibacterial properties that relieve allergic symptoms to all kinds of cellulosic fiber, including underwear, lingerie, bedding and bedding, sheets, pajamas, towels, gloves, etc. , And the feel is also soft, and a fiber product excellent in the washing durability of these performances can be provided.

 ──────────────────────────────────────────────────の Continued on the front page F term (reference) 4C086 AA01 AA02 DA08 MA03 MA05 MA63 ZB11 ZB13 ZB35 4L033 AA02 AB01 AB09 AC10 AC11 AC15 BA12 BA14 BA21 BA22

Claims (4)

[Claims] 1. A fiber structure comprising a higher alcohol ester compound of glycyrrhetinic acid and / or a higher fatty acid ester compound of glycyrrhetinic acid, an animal or vegetable oil, and a surfactant fixed to the fiber structure. 2. The fibrous structure according to claim 1, wherein the fibrous structure comprises cellulosic fibers. 3. An emulsified dispersion obtained by dissolving a higher alcohol ester compound of glycyrrhetinic acid and / or a higher fatty acid ester compound of glycyrrhetinic acid in animal or vegetable oil and emulsifying with a surfactant is applied to the fiber structure. ~
A method for processing a fibrous structure, comprising heat-treating at 180 ° C. 4. The method for processing a fiber structure according to claim 3, wherein the fiber structure comprises cellulosic fibers.