JPS6048908A - Antimicrobial processing agent - Google Patents

Abstract

PURPOSE:An antimicrobial processing agent, containing a silicone quaternary ammonium salt as an antimicrobial agent and a specific polyoxyalkylene based nonionic surfactant, and capable of uniform processing on using in textile products without uneven application. CONSTITUTION:An antimicrobial processing agent containing (A) a compound of the formula (R is 11-22C alkyl; R' is CH3 or C2H5; X is halogen) and (B) a polyoxyalkylene based nonionic surfactant having >=15, preferably 17-20 HLB within 1:0.2-1:10, preferably 1:0.5-1:5 weight ratio range between the components (A) and (B) expressed in terms of solid. An alkyl ether or aryl ether based nonionic surfactant or a fatty acid ester thereof is preferred for the component (B), and the polyoxyalkylene groups constituting the polyoxyalkylene chain are preferably oxyethylene groups and further together with oxypropylene groups in a small proportion. A textile product is dipped in a treating solution containing 0.1-5wt%, based on the textile weight, component (A) to absorb the solution therein.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to antibacterial finishing agents. More specifically, it promotes the growth of antibacterial, fungal, deodorizing, and antiseptic organisms in the fibers, causing foul odors, growth of athlete's foot fungi, and diaper rash. Mold may also grow during clothing storage, causing the clothing to become brittle.

In order to prevent the damage caused by microorganisms as described above, textile products are treated with antibacterial finishing agents.

Silicone quaternary ammonium salts are used as antibacterial finishing agents for carpets, etc., but silicone quaternary ammonium salts tend to cause uneven adhesion, causing problems in that the antibacterial properties of processed textile products are uneven. In order to improve this problem, attempts have been made to lower the processing temperature, but the effects are insufficient.

The present inventors have conducted repeated research to improve this problem, and as a result they have arrived at the present invention. That is, the present invention is based on the general formula (wherein, R is a group having 11 to 22 carbon atoms, Rr
(represents CH3 or C2FT5 group, X represents halogen)
This is an antibacterial finishing agent consisting of a compound represented by ~ and a polyoxyalkylene type nonionic surfactant having an HLB of 15 or more.

The polyoxyalkylene type surfactant used in the present invention has polyoxyalkylene@ in the molecule and H
There is no particular restriction as long as it is more than LBIs, and various types can be used. If the HLB is less than 15, the effect of preventing the compound from adhering to the fibers is small.

In the above surfactant, the oxyalkylene group constituting the polyoxyalkylene chain includes oxyethylene group and a small proportion of oxypropylene, oxybutylene (
1,2-, L 3-, 1.4-') and/or combined use with an oxystyrene group (random type, block type). Preferred are oxyethylene group and a combination thereof with oxypropylene group.

The content of polyoxyalkylene chains in the molecule and the type and composition of oxyalkylene groups are determined by the HLB of the surfactant.
may be varied within the range of 15 or more (preferably 17 to 20). There are various methods for determining HLB, such as the Atlas method, the Yojo method, and the Davies method. In this case, any method may be used as long as T (LB is 15 or more).

In the case of nonionic surfactants, the content of polyoxyalkylene chains is usually 30% by weight or more, preferably 50% by weight or more, and the content of polyoxyethylene chains in 1 unit of polyoxyalkylene is 80% by weight or more. It is preferable that the weight is at least 1%. Nonionic active agents with a polyoxyalkylene chain content of less than 30% have poor water solubility and water dispersibility;
Moreover, if the content of polyoxyethylene button is small, water solubility and water dispersibility will be reduced.

Specific examples of such polyoxyalgylene type nonionic surfactants include the following.

(B-1) Polyoxyalkylene alkyl ether type nonionic surfactants: oxyalkylated alcohols (Cl-30, linear and /''!. or branched, natural or synthetic alcohols), e.g. Oxyethylene (10
) 1st/Ileete/l/.

Polyoxyethylene (61 stearyl ether polyoxyethylene (electrostearyl ether [In the above and below, 0 indicates the number of moles.] [B-2] Polyoxyalkylene aryl ether type nonionic activator: Phenols [monocyclic phenol -/I/(
Phenol having one aromatic ring (phenol/L/) such as phenol, phenol having one or more alkyl groups, polyhydric phenol, polycyclic phenol (phenol having two or more aromatic rings) such as phenyl Phenol, cumylpheno-p, benzylpheno-p, hydroquinone monophenyl ether, naphtho-/L/, benzylnaphtho-μ.

Bisphenol, monocyclic phenol or polycyclic F-yv nathostyrenes (styrene).

Oxyalkylation of reaction products (referred to as styrenated phenols) with 1 to 20 moles of α-methylstyrene nato) such as polyoxyethylene tetranonylphenyl ether, polyoxyethylene button styrenation (3 moles/l/)
Phenol, polyoxyethylene-styrenation (2 mo/
L/) cumylphenol.

[B-3] Polyoxyalkylene carboxylic acid ester type nonionic activator: polyoxyalkylene alcohol
Real-time recall.

Esters of polyoxyalkylene alkyl ether, polyoxyalkylene aryl ether, etc.) and carboxylic acids (lower or higher fatty acids, polycarboxylic acids, aromatic carboxylic acids, etc.) such as polyoxyethylene (4o) oleic acid monoester, polyoxy-ethylene (Foundation) Oleic acid diester, polyoxyethylene Cυ dibenzyl phenyl ether (anhydride) diester with maleic acid.

[B-4] Polyoxyalkylene alkylamide type nonionic surfactants such as oxyalkylated products of μ kylamide, polyoxyethylene (stearylamide), polyoxyethylene (laurylamide) [B-5] Polyoxyalkylene amine type nonionic active agents Ionic activators: Oxyalkylated products of amines (alkylated products of alkylamines, alkylene diamines, or polyethylene polyamines, aromatic amines, rosin amines, etc.) and polyoxyethylene (30) oleyl ethylene diamine "-0υ Oxyethylene (c) 0) -m-phenylenediamine (B-6:) Polyoxyalkyl mercaptan type nonionic surfactant: For example, polyoxyethylene (3151
Cetyl mercaptan [B-7] Polyoxyethylene polyoxypropylene type nonionic activator: polyoxypropylene polyol/I
/(Polypropylene glyco-7.

Oxyethylated products of polyoxypropylene trio-/L/j polyoxypropylene alkylene diamine, etc.) For example, Pluronic type nonionic surfactants [Pluronic L type (manufactured by One and Two), Newport IVPE-68 (
(Manufactured by Sanyo Chemical Industries, Ltd.)], Tetronic type nonionic activator 704,7 (17 (manufactured by Wyandotte, etc.) (B-8) Polyoxyalkylene polyhydric alcohol fatty acid ester: Polyhydric alcohol !J Se!Jn, trimethylolpropane, pentaerythridol,
sorbitan, sorbitan, sorbitan.

Esthetics of sucrose, etc. and fatty acids, for example, polyoxyethylene (monooleic acid glyceride, polyoxyethylene (30), oxypropylene (3), soybean oil fatty acid penquelis 1~-ruester CB-9) As fatty acid ester fatty acids of 12 (B-1E to CB-8), those of 01 to 2□ are used, but 77! Monolaurate ester of J/Reete 7, polyoxyethylene (monobalmitate ester of stearylamide, monostearate ester of NewHaw/PE-68, etc.) Among these, the most notable ones are polyoxyalkylene alkyl ether type nonionic esters. Active agents and their fatty acid esters.

Examples of the halogen for X include chlorine, bromine, iodine and fluorine atoms. Among these, chlorine and bromine atoms (especially chlorine atoms) are preferred.

Examples of the compound represented by the general formula (1) include compounds in which R; R and X in the general formula (1) are as shown in Table 1.

Table-1 The weight ratio of W and 0 is usually 1:02 to 1:10 in terms of solid content.
Preferably it is C0.5-1:5. In the above, if 0 is less than 02, the effect of uniformly adhering particles to the fibers is insufficient. If (2) is more than 10, absorption of (2) into the fibers will be hindered, and the amount remaining in the treatment bath will increase, which is uneconomical.

The processing agent of the present invention may be supplied in the form of a single product by mixing (e) and Good too.

The processing agent of the present invention can be applied to fibers.

These fibers include cellulose fibers (linen, cotton).

cellulosic fibers (e.g. rayon) and other natural fibers (e.g. wool, silk) or synthetic fibers (e.g. polyester fibers,
Examples include mixed fibers with acrylic/l/fibers, acetate fibers, nylon fine fibers, etc.). Textile products include cotton, yarn, tow, top, knitted fabrics, and non-woven fabrics.

A dipping method is usually used to apply the processing agent of the present invention to textile products. That is, a textile product is immersed in a processing liquid in which the processing agent of the present invention is dissolved and is allowed to absorb rice. The solid content concentration of the processing agent in the processing liquid is usually 01 as a compound (he).
-5%owf, preferably 03-2%owf.

If the amount of the compound is less than the old %owf, the antibacterial, antifungal and deodorizing properties will be insufficient, and if it is used in an amount greater than 5%owf, the effect will not change and it will be uneconomical.

Immersion conditions are usually 20 to 40°C and 10 to 40 minutes.

After applying the finishing agent of the present invention to a textile product, it can be subjected to ordinary finishing treatments such as softness, smoothness, hard finishing, water absorption, water repellency, and prevention of static electricity, either as it is, after washing or soaping, or after drying. It is possible to do this in the same way as with other antibacterial finishing agents.

When used on fibers, the processing agent of the present invention uniformly adsorbs the fibers without causing uneven adhesion. As a result, antibacterial.

Provides uniform protection against mold, odor, and antiseptic properties.

The present invention will be further explained below with reference to Examples and Test Examples, but the present invention is limited to this! It is not distributed.

Example 1 α] Processing liquid (1) containing the processing agent of the present invention ('3
- ) rimethoxy) siliμpropyl dime (fiber has a bath ratio of 1
: 1% owf) and polyoxyethylene oleyl ether (HLB I73)
0.5 f/l mixed aqueous solution → treatment liquid (2) (3-)rimethoxy)silylpropyldimethyloctadecyl ammonium chloride and polyoxyethylene-stearyl ether lauric acid ester yv
(HLB[1)α5? /l mixed aqueous solution → treatment liquid ■ (3) Treatment liquid containing comparison product (1) (3-1-rimethoxy)
2) (3-)rimethoxy)siliμpropyμdimethylene 00oleyx-te/l' (HLB12.4)α5f
/l aqueous combination treatment solution ■ (3) (3-)rimethoxy)silylpropyμ dimeglyco)v (average molecular weight 1000) oleic acid di:r-steiV (HLB12.8)0. s f/l (J)
Aqueous solution==1% Physical liquid test example 1 (Uniform adhesion test by BPB coloring) 100 tons of cotton knitted fabric was put into 1 ton of treated material prepared in Example 1 at 25°C, stirred for 30 minutes, then taken out and dried. .

Promphenolp/L/-0002% on this treated fabric
It was immersed in an aqueous solution at a bath ratio of 1:30 for 3 minutes, washed with water and dried.

The uniformity of the adhesion of (3-trimethoxy)silylpropyldimethyloctadecylammonium chloride was tested based on the uniformity of its coloring. The results are shown in Table-2.

Test M Example 2 (Uniform adhesion test by antibacterial test) Approximately 3 degrees x from any location on cotton knitted fabric (1001?, latitude approximately 25σ diameter approximately 250ffi) treated in the same manner as Test Example 1
Each lO piece of 3CM test cloth was collected and the bacterial reduction rate was measured (i.
7AATcc Te5t Method 100-19
81. Table 3 shows the degree of variation in the bacterial reduction rate of Staphylococcus aureus.

Table-3

Claims (1)

[Claims] L General formula (In the formula, R is an alkyl group having 11 to 22 carbon atoms. R' is CH3 or C2HJ, and X represents a halogen.)
An antibacterial finishing agent consisting of a compound Q represented by the formula Q and a polyoxyalkylene nonionic surfactant (2) having an HLB of 15 or more.