Compound, Antimicrobial Deodorant Composition Comprising Same, and Method for Producing Same

Patent metadata

Field	Value
Publication number	US-2023056935-A1
Application number	US-202117786183-A
Country	US
Kind code	A1
Filing date	Sep 16, 2021
Priority date	Sep 16, 2020
Publication date	Feb 23, 2023
Grant date	—

Abstract

A compound of Chemical Formula 1, an antibacterial and deodorizing composition including the compound of Chemical Formula 1, and a method for preparing the same. By copolymerizing the compound of Chemical Formula to a polymer, excellent antibacterial and deodorizing effects can be provided to the polymer without leaking the compound.

First claim

1 . A compound of the following Chemical Formula 1:

in Chemical Formula 1,
L is a direct bond; or an alkylene group having 1 to 10 carbon atoms,
R is hydrogen; or an alkyl group having 1 to 10 carbon atoms, and
R 1 and R 2 are each independently hydrogen; an alkyl group having 1 to 10 carbon atoms; or an aryl group having 6 to 30 carbon atoms.

2 . The compound of claim 1 , wherein R 1 and R 2 are each independently an alkyl group having 1 to 10 carbon atoms.

3 . The compound of claim 1 , wherein L is an alkylene group having 1 to 5 carbon atoms.

4 . The compound of claim 1 , which has a bacterial growth inhibition rate of 50% or greater when conducting an antibacterial property evaluation on the compound using the following Method 1:
[Method 1] 1 mg to 200 mg of the compound is introduced to a nutrient broth culture medium (25 ml) inoculated with bacteria 3000±300 CFU/ml, a result is incubated for 16 hours at 35° C. in a shaking incubator to prepare a test culture medium, a control culture medium is prepared in the same manner except that the compound is not introduced in the test culture medium, and for the test culture medium and the control culture medium, absorbance at a wavelength of 600 nm is measured using a UV-Vis spectrophotometer, and using the measured absorbance value, a bacterial growth inhibition rate (%) is calculated according to the following Mathematical Formula 1:

Bacterial
⁢

growth
⁢

inhibition
⁢

rate
⁢

(
%
)

=

(

1
-

A
s

A
0

)

×
1
⁢
0
⁢
0

[

Mathematical
⁢

Formula
⁢

1

]

(A s : absorbance of test culture medium, A 0 : absorbance of control culture medium).

5 . The compound of claim 4 , wherein the bacteria are any one of gram-positive bacteria and gram-negative bacteria.

6 . The compound of claim 1 , which has a deodorization rate of 50% or greater for isovaleraldehyde when conducting a deodorizing property evaluation on the compound using the following Method 2:
[Method 2] 20 mL of a malodorous solution including a malodorous substance is introduced to a test solution including the compound in 1 phr to 20 phr with respect to a total weight of 80 mg of a super absorbent polymer and the compound, the malodorous substance is adsorbed using a solid-phase microextraction method, a GC/MS peak area of the adsorbed malodorous substance is analyzed through a GC/MS analysis, and for a control solution prepared in the same manner except that the compound is not introduced in the test solution, a GC/MS peak area of the malodorous substance is analyzed in the same manner, and, using the GC/MS peak area values of the test solution and the control solution, a deodorization rate is calculated according to the following Mathematical Formula 2:

Deodorization
⁢

rate
⁢

(
%
)

=

(

1
-

C
s

C
0

)

×
1
⁢
0
⁢
0

[

Mathematical
⁢

Formula
⁢

2

]

(C s : GC/MS peak area of the malodorous substance of test solution, C 0 : GC/MS peak area of the malodorous substance of control solution),
wherein the malodorous substance is isovaleraldehyde when Method 2 is used of determine the deodorization rate for isovaleraldehyde.

7 . The compound of claim 6 , wherein the malodorous solution includes one or more of isovaleraldehyde, diacetyl, dimethyl disulfide, dimethyl trisulfide and p-cresol.

8 . The compound of claim 7 , which has a deodorization rate of 50% or greater for the diacetyl, and has a deodorization rate of 50% or greater for the dimethyl disulfide when conducting the deodorizing property evaluation on the compound using Method 2.

9 . An antibacterial and deodorizing composition comprising the compound of claim 1 .

10 . The antibacterial and deodorizing composition of claim 9 , further comprising one or more of a super absorbent polymer; polyethylene; polypropylene; polystyrene; polyamide; polyimide; polyethylene terephthalate; polyvinyl chloride; acrylonitrile-butadiene-styrene; and polyacrylic acid.

11 . A method for preparing the compound of claim 1 , the method comprising reacting compounds of the following Chemical Formulae 2 and 3 (a):

wherein, in Chemical Formulae 2 and 3,
L is a direct bond; or an alkylene group

Assignees

• Lg Chemical Ltd

Inventors

• Moon Hyeran
• Yun Haesung
• Choi Hyungsam
• Kim Byungguk
• Jung Seonjung
• Kim Sanggon
• Lee Ji Seok

Classifications

• C08K5/3435 Primary

  Piperidines · CPC title

• C08F220/603

  and containing oxygen in addition to the carbonamido oxygen and nitrogen · CPC title

• C07D211/22

  by oxygen atoms · CPC title

• A01P1/00

  Disinfectants; Antimicrobial compounds or mixtures thereof · CPC title

• C08K5/0058

  Biocides; (macromolecular substances as carriers for biocide material A01N25/10) · CPC title