JPH02307977A - Anti-fungal deodorizing processing - Google Patents

Abstract

PURPOSE:To enable the title processing harmless to human body and high in washing fastness by applying a polycondensate from 2-bromo-2- nitropropanediol-1,3 and terephthalic acid on a textile product, etc. CONSTITUTION:An anti-fungal deodorant textile product with high washing fastness causing no skin damage by imparting a textile or paper product with a polycondensate having recurring unit of the formula (n is >=1) from 2-bromo-2- nitropropanediol-1,3 and terephthalic acid. The product is especially suitable for underwear, socks, paper diaper and carpet.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to an antibacterial and deodorizing processing method for textile products and paper products.

The environments in which textile and paper products are used often have humidity and temperature suitable for the growth of microorganisms. In addition, glue or surfactant that is a nutrient source for microorganisms is attached, and depending on the application, substances that are a nutrient source are often supplied from outside during use, so microorganisms can cause discoloration, staining, embrittlement, or bad odors. Damage such as the occurrence of damage often occurs. In particular, undergarments, socks, disposable diapers, etc., are easy to breed microorganisms due to the nutrition source from dirt such as sweat and urine and moderate temperature conditions, resulting in irritation to the skin and discomfort due to bad odors. In addition, food, etc. often adhere to carpets, curtains, dish towels, etc., which causes microorganisms to propagate, making them unsanitary and causing stains.

It is known that treatment with disinfectants is effective in preventing damage caused by microorganisms, but there are few chemicals that are safe and harmless to the human body, and there are also treatments that are not durable enough to withstand washing, etc. At present, there are almost no treatment methods available.

The present inventors investigated various disinfectants that are adhesive to fibers and safe for the human body, and found that a polycondensate of 2-furomo-2-nitropropanediol-1,3 and terephthalic acid (hereinafter referred to as antibacterial We have discovered that polyester) has excellent antibacterial properties.

The present invention is based on this finding, and is an antibacterial and deodorizing treatment characterized by attaching a polycondensate of 2-pro+'-2-nitropropanediol-1,3-totere-7-talic acid to textile products or paper products. It's a method.

Antibacterial polyester itself has adhesive properties and can be attached to textiles and papers without any aids. In addition, oral toxicity to animals is very low (LD 50 > 303
0 to 9 mice) and no irritation to human skin.

Antibacterial polyester can be produced by reacting 2-bromo-2-nitropropanediol-1,6 with an acid chloride, alkyl ester or acid anhydride of terephthalic acid (Japanese Patent Publication No. 34820/1982).

The antibacterial polyester has a repeating unit represented by the general formula (where n is an integer of 1 or more).

It is preferable to immerse the antibacterial polyester into a textile product or paper product, or apply a treatment liquid to the textile product or paper product by spraying, coating, etc., and then drying.

Examples of the solvent include alcohols such as methanol and ethanol, dioxane, tetrahydrofuran, dimethylformamide, dimethyl sulfoxide, and the like.

The concentration of antibacterial polyester in the treatment liquid is 1 ppl or more, preferably 5 pp1 or more. In order to compensate for the decrease in efficacy due to washing, or to prevent the decrease in efficacy over time due to decomposition, elution, shedding, etc. in harsh environments, a treatment liquid with a higher concentration can be used.

Textile products include underwear, socks, other clothing, tanning, curtains, etc., among others. An example of paper products is disposable diapers.

According to the method of the present invention, excellent antibacterial and deodorizing effects can be imparted to textile products and paper products. In addition, the treated product has excellent washing resistance and has almost no skin dander irritation.

Synthesis Example 2-Bromo-2-nitropropanediol-
1,30409, 60 g of Tele7 tal chloride, and 200 y of dioxane were charged and dissolved with stirring. This solution was cooled to 10°C in a water bath, and 24 g of pyridine was added to 40 J of dioxane.
Add the solution dissolved in the solution dropwise while stirring. The reaction temperature is 1
The temperature was maintained at 5° C. or below, and stirring was continued at the same temperature for 2 hours after the completion of the dropwise addition, and the precipitated pyridine hydrochloride was separated from each other, and the dioxane phase was concentrated under reduced pressure. When the remaining viscous liquid is poured into the water in step 21 and stirred, a white solid is gradually precipitated. After standing for one day and night, the white solid was taken out and dried at 100° C. or lower to obtain 50.59 kg of crude polyester. Add this to dioxane 200
Dissolve it in water, add it to water in step 21 and precipitate it as a solid again.
Purified antibacterial polyester compound 45.59 was obtained.

Test Example 1 A 1% by weight solution is prepared by dissolving antibacterial polyester in dioxane, and a 20×20Crn cotton broadcloth is soaked in the solution. Squeeze the pick up to 100%, air dry to completely remove dioxane, and use it as a test cloth (1% treated cloth)
. A 1% treated cloth of 2×2Crn was applied to the front of three adult males and two adult females using a patch test bandage (applied to the flexor side of the body, removed after 24 hours, and tested for skin irritation after approximately 1 hour). As a control, a cloth soaked in dioxane, wrung out, and air-dried was used.As a result, there was no change in the skin at all (and no itching or pain occurred) when the test cloth and control cloth were applied. There wasn't.

Test Example 2: Bacterial Growth Inhibition Test Method A sample cloth is cut into 20×20mi+, placed in a 6Qml vial with a screw cap, and sterilized in an autoclave (1 atm, 121° C., 15 minutes). This sample cloth is uniformly inoculated with 0.2 ml of a pre-cultured and diluted test bacterial solution.

After culturing this at 36±1° C. for 18 hours, 2 Qml of sterile physiological saline is added to the vial and shaken vigorously 20 to 30 times to wash out the bacteria. The number of viable bacteria in this solution is determined by the pouring method.
The effect is determined by measuring the bacterial count reduction of treated cloth compared to untreated cloth.

Test bacteria Ec: Escherichia coli (
IFO5134 Sa: 5taphylococcus aure
us (staphyo=+7casaureus) IF012
732 Test Bacterial Liquid The test bacterium 1ase cultured in the broth agar slant medium is inoculated into the broth liquid medium 10- and pre-cultured for 24 hours. This culture solution was diluted 100 times with sterile physiological saline and further diluted 1 times with sterile physiological saline.
Dilute 10 times with 0% diluted bouillon liquid medium to obtain a test bacterial solution.

Bouillon medium composition Meat juice 5g, peptone 109, salt 5g, distilled water 1000
m/and 20 g of agar (not included in case of liquid medium). p
Adjusted to H7.4.

Commercially available cotton broadcloth (Fabric 1), cotton-polyester blend fabric (65% cotton, 65% polyester) (Fabric 2), nylon fabric (Fabric 6), and wool cloth (Fabric 4) were washed with water and air-dried. Let this be the sample fabric.

sample cloth Cut the sample fabric to 20×20Cr and measure the weight.

As for the paper, Toyo P paper waste 2, diameter 15 crrI is used as is.

A sample cloth was immersed in a dioxane solution (treatment liquid) of antibacterial polyester having a concentration of 1 to 100 C, squeezed so that the pick-up was 100%, and then air-dried. The control was treated with dioxane only.

The bacterial growth inhibition test is performed on each sample, and the average value is compared. The number of viable bacteria in the test bacterial solution is "C-1,"
2x 10a/l111Sa 8. It was 10' Ox/ml. The results are shown in Table 1 (Eo) and Table 2 (
Sa). From this, 1ppIl and 2.5p1m
Even when treated, it shows a suppressive effect, and it can be seen that it can be completely killed if treated with 5p+]1 or more.

Table 1 Table 2 Test Example 6: Anti-layer test 40℃ water 301
and synthetic clothing detergent (Top manufactured by Lion Yushi Co., Ltd.) 6
Add 0g and dissolve to make a washing liquid. The original sample fabric, processed sample fabric, and load fabric were added to this at a bath ratio of 1:30, and the machine was operated. After running for 5 minutes, stop the operation, dehydrate the sample cloth and load cloth in a dehydrator, then change the washing liquid to fresh water at room temperature, and rinse for 2 minutes at the same bath ratio. This is called one wash, and after repeating 10 times, it is air-dried. A bacterial growth inhibition test was conducted on this anti-layer treated fabric. The results regarding Ec are shown in Table 3, and the results regarding Sa are shown in Table 4. The number of viable bacteria in the test bacterial solution is EC1゜8×10' cells/ml, S
a It was 1.5 x 106 pieces/me.

Table 3 Table 4 Test Example 4: Worn odor test 100% cotton socks are soaked in a 50% antibacterial polyester dioxane solution, wrung out to have a pick-up of 100%, and air-dried (5opIln treatment).

Five boys (A-E) wore one untreated sock and one treated sock of the same product for three days, and then conducted an odor sensory test. The results are shown in Table 5.

Table 5 The sensory test judgment was classified as follows.

+: Untreated socks have a greater odor than treated socks. +: Untreated socks smell a little more than treated socks. m: There is no difference in odor between untreated socks and treated socks.

Claims (1)

[Claims] An antibacterial and deodorizing processing method characterized by attaching a polycondensate of 2-bromo-2-nitropropanediol-1,3 and terephthalic acid to textile products or paper products.