TW412612B - Method of producing antibacterial cloth - Google Patents

Abstract

A method of producing an antibacterial cloth comprises immersing a polyester/cottom cloth in an aqueous solution containing 0.2% of an antibacterial agent; calendering the cloth with two iron rollers to uniformly distribute the antibacterial agent; drying the cloth in an oven at 130 DEG C for one minute and then drying the cloth in an oven at 160 DEG C for one minute to complete the production.

Description

412612 A7 B7 V. Description of the invention (丨) The present invention relates to the production of a microbial treatment agent (antibacterial and deodorant processing agent) using the phase transfer catalytic properties of quaternary ammonium rhenium. The method is as follows.

Rl-N—Ri R3

Cl + NaOH (aq ^ () y. Isopropanol where R! = C8-C18 even carbon n-alkyl, R Place the above solution in the water phase (lower layer) in a separatory funnel. The organic phase exists:-Stir 0.5 to 2 hours of Tongnan solution and% are methyl. Divided into organic phase (upper layer) and R2 (Please read the precautions on the back before filling this page) K j N ...... where R The quaternary ammonium is produced from water, and then OH (ion pair) is carried out due to bucket R3 = C8 -C18 even carbon n-alkyl, R2, R3 and h are each methyl. Salt has phase transfer (P hase-transfer) The OH-phase in Na 0 转移 is transferred to the organic phase, and the M ion pair exists in the ionic phase to stabilize NaC 1 in the aqueous phase, so it can be separated by a liquid separation leak. The ion-pair compounds present in the organic phase are recovered, and the acid-base neutralization reaction is performed, and the reaction formula is as follows:

O Consumer Fan Cooperative of Central Standards Bureau, Ministry of Economic Affairs, where R is Zheng Ding < 1——N——R4

OH + BuO ——F——OH

Hi ——N ~ R4 p —p— QBu, r3 〆 OBu 74.7128 ¾ 3.7266 ^ are C8 -C18 even carbon n-alkyl, R: group. The above-mentioned microorganisms-3/12-OBu, R3 / 71.3005 & h and h are each described in Benite Kaikai 4-34075. The paper size is applicable to China National Standard (CNS) A4 (210X297 mm) 412612 Λ7 B7. V. Description of the invention (2) The method of treating agent, NaCIM precipitation is formed during the preparation process, and NaC 1 is separated by filtration. However, the present invention utilizes the 'phase transfer catalytic property' of the quaternary ammonium salt, so that the formed NaC 1 can be said to exist in the aqueous phase, and can be easily separated from the isopropyl alcohol solution of the organic phase to transfer the NaC 1 to After the aqueous phase, NaC 1 is immediately dissolved in the aqueous phase, so the aqueous phase and the organic phase can be separated by a separating funnel * The ion-pair compounds in the organic phase are taken out, and then the next acid-base neutralization reaction is performed. The present invention further recovers and reuses the solvent used in the organic phase, that is, isopropanol, and uses, for example, a rotary evaporator to evaporate and recover the isopropanol in the boiling point of the isopropanol in the range of 70-1 00 ° C. Operating in this temperature range will not have any adverse effect on the antibacterial agent itself, so an antibacterial deodorant processing agent with less isopropyl alcohol and a higher concentration is obtained, and the recovered isopropyl alcohol is reused in the preparation of an antibacterial deodorant processing agent. In this way, isopropyl alcohol can obtain considerable economic benefits, and increase the use safety of this antibacterial and deodorant processing agent, and reduce the environmental impact. The following examples illustrate the features and effects of the present invention in more detail. Example 1: 〆 R2 \ ^ I] mm

Rl-N-—Rt Cl ~ + NaOH (aq) < 〇% -►Lake 0.5 to 2 hours to form a solution Printed by the Central Standards Bureau of the Ministry of Economic Affairs and printed by the Industrial Cooperative Cooperative (please read the precautions on the back first and fill out this page) )

I k R3 > As shown above, 50.042 g of isopropyl alcohol was mixed with 50.0118 g of quaternary ammonium chloride and 20.0847 g of a 40% aqueous sodium hydroxide solution, and stirred for 0.5 to 2 hours to obtain a solution. The solution was placed in a separating funnel, and the organic phase (upper layer) and the aqueous phase (lower -4/12-this paper size applies to Chinese National Standard (CNS) A # specifications (2 | 〇X 297 mm) 412612 A7 B7 five 70) Description of the invention (3) layer) separation, wherein the organic phase is 74.7 128 grams containing a quaternary ammonium hydroxide of the following formula ^ Η 2 I 丨 + R j-N--I 1 on and the aqueous phase is 36. 70 14 grams Contains sodium chloride. The following formula causes the organic phase to perform acid-base neutralization reaction with di-n-butyl phosphate R2 \ 〇1-rr " io II 1 + Rj-N 1 -i II 〇fj ten bu o1 _ (m —► il + R j pi-H4 I .1 〇-P-OOu 1 1! OBu 1 、 R3 ^ 1 OBu 74.7128 3.7266 ^ 71.3005 In this case, only Example 2 will be used. The ester and pure water cloth will be neutralized with high temperature first Make the temperature of the solution rise * So 74.7 128 grams of 71.3005 grams are left in the warp, the temperature will rise about 4 to (TC.) * The antibacterial agent is formulated into a 0.05% to 0.3% aqueous solution to make the fabric (pure poly cotton, polyester / Cotton blend) or non-fabric immersion (impregnation, spraying_) solution • The pressure-absorbing effect of two iron rollers evenly distributes the antibacterial agent through a 130 ° C oven for one minute, and then moves to 1 3 0 -20 Dry in a box at 0 ° C for one minute. The results are shown in Tables 1 and 2. Table 1 (Please read the precautions on the back before filling in the tiles).

* 1T Concentration of antibacterial agents printed in the Jiayang Municipal Bureau of Shellfish Consumer Cooperatives of the Ministry of Economic Affairs U) Bacteriostatic rate (%) Sample 1 0 · 05 21% Sample 2 0. 1 98¾ Sample 3 0. 2 99¾ Sample 4 0.3 99% -5/12-The paper scale is applicable to the Chinese National Standard (CNS) Λ4 specification (2 丨 0 X 297 cm) 412Q12 Λ7 _______ B7 V. Description of the invention (4) Table 1: Antibacterial agent concentration and bacteriostatic rate relationship. (Drying temperature 1 G 〇 Ό) Table 2 Drying sample temperature (° C) Bacteriostatic rate U) Sample 1 130 18% Sample 2 140 51¾ Sample 3 150 80¾ Sample 4 160 98% Sample 5 170 99¾ Sample 6 180 99¾ Specimen 7 190 99% Specimen 8 200 99% (please read the note on the back of this page to fill in this page) Decoration Decoration Printed by Shellfish Consumer Cooperatives, Central Standards Bureau, Ministry of Economic Affairs Table 2: Drying sample temperature and bacteriostatic rate Relationship. (Antibacterial agent concentration 0.) In the examples below, polyester / cotton blended cloth with an antibacterial agent concentration of 0.2% and a drying temperature of 160 ° C are used to illustrate the antibacterial test. Example 3: The product of Example 1 was used as an anti-deodorant processing agent on T / C (polyester / cotton) fabrics, and antibacterial cloth was used to inhibit staphylococcus aureus (: CKC HH51 dl'CC 65389). Test; results are shown in Table 3. Table 3 Inhibition effect of antibacterial cloth on Staphylococcus aureus CCRC 10451-6 / 12-This paper size applies Chinese national standard (CNS > M specification (210 × 297)) 412612 Λ7 H7 V. Description of the invention (number of inoculated bacteria) 24 hours, 1 counts ® rate test group (cfu / m 1) (c ί 'u / in 1) HB 4.9X106 2.2X107-Sample No. 4.9X106 0 99.99% Control group 4.9 x 106 2. 9 x 106-Example 4 .: Using the product of Example 1 as an antibacterial and deodorant processing agent, perform an antibacterial cloth test on E. coli · CCRC 11ΓΠ9 on T / C cloth '. The results are shown in Table 4. 0 Table 4 Inhibitory effect of antibacterial cloth on E.coli CCRC 11 54 9 Inoculation number of bacteria 24 hours incubation Bacterial inhibition rate test group (cfu / m 1) (cfu / m 1) NB (blank group) 2.1X106 2.5X 107-Control Group 2.1X106 1.8X108-Sample 2.1X106 0 99.99¾ Example 5: The product of Example 1 was used as an antibacterial and deodorant processing agent on τ / c (polyester / cotton) fabric. After 50 times of washing, I applied antibacterial cloth. To golden yellow grape ball ------- --- installed ------ order ------ line (please read the back first (Notes should be refilled on this page) The bacteriostasis test printed by 1CCRC 1 045 1 (= ATCC G538P) printed by Shellfish Consumer Cooperative of Central Bureau of Standards of the Ministry of Economic Affairs, the results are shown in Table 5 -7/12-This paper standard applies China National Standard (CNS > Μ Specifications (2 丨 〇 X 297mm) > Imprint 412612 by the Central Consumers ’Cooperative of the Ministry of Economic Affairs Ⅴ 7 Description of the invention (6) 0 Table 5 Antibacterial cloth is golden yellow Inhibitory effect of Staphylococcus CCRC 10451. Inhibition rate test group for 24 hours inoculation count (cfu / m 1) (c Γ u / m 1) blank sister 2. 6 X 10 (5 2.0X107-control group 2 6 x 10 (3 4.2X106-After washing 50 times 2.6 x 106 1.6X103 99.99¾ Sample Example 6: Use the product of Example 1 as an antibacterial and deodorant processing agent on τ / c (polyester / cotton) fabric. The results of the antibacterial test on colonic rods M CCRC 1 1 549 after the 50 washing cycles are shown in Table 6. Table 6 Inhibitory effect of antibacterial cloth on E. coli CCRC 11549 The number of inoculated bacteria for 24 hours incubation The number of bacteria inhibition test group (cfu / m 1) (C Γ u / ΙΏ 1) Blank group 1.9X106 1.0X107-Control group 1.9 X106 1.1X106 Polyester 50 times 1. 9 x 10 6 7. GX 106 93.09¾ Back sample-8/12---------- Buttoning ------------ τ ------ ^ (Please read the notes on the back before filling in this page) This paper size applies the Chinese National Standard (CNS) Λ4 grid (2 丨 〇 X 297 公 #_) 412612 Λ7 __ηι 5. Description of the invention (7) Example 7 : Isopropanol, the solvent used in the organic phase, was recovered and reused. 500 grams of an antibacterial and anti-bacterial processing agent containing more isopropion were recovered, and isopropanol was recovered through a rotary evaporator. The results of the three groups are as follows: The first group, the second group and the third group of recovered isopropyl alcohol (g), the remaining antibacterial agent (g) 260.2 229. 311 218 292.3 216. The isopropyl alcohol recovered from K is used to remanufacture the antibacterial and deodorant processing agent: K2 'mm

Rl-N-R4 R3

Cl + NaOIl (called > 1 ()%-mixed with 0.5 cocoons to form a solution for 2 hours to collect the central standard of the Ministry of Economic Affairs of the People's Republic of China 扃 printed by the consumer consumer cooperative 11 100 g 40 g 100 g The liquid funnel was divided into an organic phase (upper layer) and an aqueous phase (lower layer). The organic phase was 15 (3.79 g, containing the following quaternary ammonium methoxide: R2 \

Rl——N——R4 01.1 〆 The water layer is 77.04 grams, containing sodium chloride. Take an organic phase such as μ to neutralize acid-base with di-n-butyrophosphate -9-12-this paper size applies to Chinese national standards (CNS > Λ4 size (210 X 297 mm) ----- ---- Equipment ------ 1T ------ 1 (please read the precautions before reading this page) 4120 ^ 2 Λ7 Β7 V. Description of the invention (8) Reaction: 〇 R2 o

Rj— N R4

OH * + BuO-P-—〇H -Γν · R4 OBu OBu • 6152 g, R3 / 156.79 g Example 8: Use the product of Example 7 as an antibacterial and deodorant processing agent at T / C (polyester / cotton) The cloth was subjected to an antibacterial test against Staphylococcus aureus CCRC 10451 (= ATCC 6538P). The results are shown in Table 7. Table 7. Inhibitory effect of antibacterial cloth on Staphylococcus aureus CCRC 1 045 1 --------- I! (Please read the precautions for rain before filling this page) OBu R3, 1 5 4 0 5 g blank sample of the control group of the test group. Number of inoculated bacteria (cfu / m 1) 9.3 x 105 9.3X105 9.3X105 Number of bacteria cultivated for 24 hours (cfu / m 1) 4.0 X 108 4.8X108 0 Bacteriostasis rate > 99.99% Order the consumer cooperation of the Zhongfu Approval Bureau of the Ministry of Light Economy and Manufacturing Du Printed Example 9: Use the product of Example 7 as an antibacterial and deodorant processing agent on T / C (polyester / cotton) fabrics, and apply antibacterial cloth to the large intestine The results of the bacteriostasis test of the stalk fungus CCRC 11 549 are shown in Table 8. Table 8 Bacteriostatic effect of antibacterial cloth on E. coli CCRC 11549 -10/12-This paper size is applicable to Chinese national standards (0 Yang > such as specifications (2 丨 0 \ 297 mm) 412612 Λ7 H7 V. Description of the invention (Test group blank group control group sample inoculated bacteria {cfu / m!) 6.9X 105 6. 9 X 10 5 6.9X105 24-hour culture bacillus (cfu / m 1) 11.2X108 9. 8 x 10 8 〇 Inhibition rate > 99. 99¾ Washing and irrigating method of Yinjia, Consumer Work Cooperative of Zhongjia Standard Bureau, Ministry of Economic Affairs: M bath ratio 1:50 Add 0.2¾ Kao spoonful of lotion, M 40 ± warm water. Antibacterial cloth Put it in warm water, add lotion, drain after five minutes, drain after two minutes, drain after two minutes, and drain after two minutes. The above four washings are a complete washing process, and repeat 50 times. Antibacterial evaluation method: SEK " Sen 丨 Seihin IHsei Kako Kyogikai method (Λ) Processing efficiency beam test method for hygienic processed products Test strain: Staphylococcus aureus S taphy 1 〇c 〇ccus A ureus CCRC 1045 1 Escherichia Coli CCRC 115 4.9 Test party Method: 1. Preparation of counterfeit-cut the specimen into a 18 mm square I and collect about 0 · 2 grams into a test piece. Put the test piece in the test container you want to cultivate, cover it, and use hot and humid (1 2 1 ° C) Kill® for 15 minutes. 2. Preparation of test strains-Test strains are inoculated into 50 ml flasks containing 10 ml of NB, -11/12 ~ (Please read the note below and fill in the following.) This page} This paper ruler / 1 Chinese standard (CNS > Λ4 specification (2Ι〇 × 297mm) 412612 A 7 __H7 V. Description of the invention (1Q) at 37 t: After 18-24 hours of incubation, use Sterile phosphate buffer solution is used to adjust the number of bacteria to 5-3 〇 X 1 05 c "u / m 1, which is the test bacterial solution 〇 NB = (Nutrient Broth) ΐ δ Preparation method of acid buffer solution: KH2PC ^ 34 Grams of deionized water 500_L M 4% (w / v) Na 0 Η after adjusting to p II = 7.2, and then add water to the full volume of 1 000 ml, then dilute the solution 800 用水 with water. 3. Bacteriostasis test-Test pieces in the above container were inoculated with 0.2 ml of test bacterial solution * and 0.2 ml of sterile water were added. After 37 hours of incubation at 37 PC, the number of bacteria in the test was measured.The method for measuring the number of germs is in a culture test container. Add 20 ml of sterile Phosphate Phosphate Essence, and shake vigorously to disperse the bacteria in the test solution. The number of bacteria in this dispersion is measured using the number of bacteria. The medium (PCA) was measured according to the mixed dilution plate culture method. The control group also measured the number of bacterial cells after 1 hour of inoculation in the same way. PCA = Plate Count Agar, printed by the central ministry of the Ministry of Consumer Standards and Cooperative Cooperatives. 4. Antibacterial rate calculation formula: control group (blank group) colony number-sample group colony number-X 100% control The number of colonies in the group (blank group) is generally 26% or more. -12/12-This paper size applies to the Chinese and Fujian family standard soldiers < CNS) ΛΊ present grid {210x2y7 公 Μ >

Claims (1)

4126 ^ 2 A8 B8 C8 D8 VI. Patent application scope 1/2 1 A method for preparing antibacterial cloth, which uses the phase transfer effect of the grade ammonium ion. The quaternary ammonium salt is as follows: 〇_ Olin where h is C8 -c18 even carbon n-alkanes, R2, R3 and each methyl 1 βυ is n-butyl; the method includes: according to the following method (1) in the presence of solvolytic compounds in the presence of quaternary hinge chloride and hydrogen A solution obtained by reacting an aqueous solution of sodium oxide * The solution includes an organic phase and an aqueous phase, the organic phase containing quaternary ammonium hydroxide, and the aqueous phase containing sodium chloride; separating the organic phase from the aqueous phase; and in the following manner (2 ) The organic phase is neutralized with di-n-butyl phosphoric acid to obtain the above-mentioned quaternary ammonium salt; I-! -------------- Order (please read the first Please fill in this page if you have noted the items) 〇 Kj——N OBtr + Rl-N-1 ^ 4 R3 〇 mm Measured t.5 10 2 small 丨 Ca Cheng Jiye Q) 〆1 ^ 2 Staff of Central Standardization Bureau of Ministry of Economic Affairs Printed by a consumer cooperative (2) J? 1-. (VR, | OH + Bu〇-I '-»— qh OBu OHir, R] / where R3, fU, Bu are as defined above, and the recoverable solvents are different Propanol supply 2 The method according to item 1 of the scope of patent application, where the solvent alcohol is isopropanol 0 Rj Otiu The paper size is applicable to China National Standard (CNS) A4 specification (210X297 public shame) 412612 8 8 8 8 ABCD VII 2. The scope of application for patent 3. If the method of applying for patent No. 1 encloses the antibacterial agent prepared into an aqueous solution of 0: 1-3: 3¾, make valerate (pure polyOS, pure cotton, polyester / cotton blended) ) Or non-woven fabric soaked in this aqueous solution, and the antibacterial agent is evenly distributed by the pressure suction effect of two iron rollers. After 1 minute (1 minute pre-baking in TC oven, then transfer to 1 50-2 0 0 t : After drying in a high-temperature oven for one minute, the fabric or non-woven fabric will have a fungus effect. (Read the notes on the back of the poem before filling in this KK). . This paper size is applicable to China National Standard (CNS) Α4 grid (2 丨 〇 X 297 mm)