Copolymer grafted with oxazoline based derivative, composition including the graft copolymer, and article including the composition

Patent metadata

Field	Value
Publication number	US-10287441-B2
Application number	US-201615260507-A
Country	US
Kind code	B2
Filing date	Sep 9, 2016
Priority date	Apr 14, 2016
Publication date	May 14, 2019
Grant date	May 14, 2019

Abstract

A graft copolymer includes an oxazoline-based derivative grafted onto a polymer including a structural unit. A composition may include the copolymer, and an article may be manufactured from the composition.

First claim

What is claimed is:

1. A graft copolymer comprising:
a copolymer including an oxazoline-based derivative grafted onto a polymer, the oxazoline-based derivative represented by Chemical Formula 1, the polymer including a structural unit represented by Chemical Formula 2:

wherein, in Chemical Formula 1,
R 11 is hydrogen or a methyl group,
A is
an unsubstituted C 1 to C 10 alkylene group,

R 12 is
a substituted or unsubstituted C 1 to C 10 alkyl group,
a substituted or unsubstituted C 3 to C 20 cycloalkyl group,
a substituted or unsubstituted C 6 to C 20 aryl group, or
a substituted or unsubstituted C 3 to C 20 heterocyclic group,

R 1 to R 4 are independently
hydrogen,
a halogen,
a hydroxy group, or
a substituted or unsubstituted C 1 to C 5 alkyl group,

n is an integer inclusively between 3 and 300,
G 1 to G 3 are independently
a substituted or unsubstituted C 1 to C 30 alkyl group,
a substituted or unsubstituted C 3 to C 20 cycloalkyl group,
a substituted or unsubstituted C 6 to C 20 aryl group, or
a substituted or unsubstituted C 3 to C 20 heterocyclic group, and

X − is
a halide ion,
a hydroxide ion,
a nitrate ion,
a phosphate salt ion,
a trifluoroacetate ion, or
a sulfate ion,

wherein, in Chemical Formula 2,
R 21 to R 24 are independently at least one of
hydrogen,
a substituted or unsubstituted C 1 to C 20 alkyl group,
a substituted or unsubstituted C 1 to C 20 alkoxy group,
a substituted or unsubstituted C 3 to C 20 cycloalkyl group,
a substituted or unsubstituted C 6 to C 20 aryl group,
a substituted or unsubstituted C 3 to C 20 heterocyclic group,
a substituted or unsubstituted C 2 to C 20 ester group,
a substituted or unsubstituted silyl group,
a hydroxy group,
a halogen,
a nitrile group, and
a cyano group.

2. The graft copolymer of claim 1 , wherein R 12 represented by Chemical Formula 1 is a C 1 to C 5 alkyl group.

3. The graft copolymer of claim 1 , wherein at least one of G 1 to G 3 is a C 6 to C 30 alkyl group.

4. The graft copolymer of claim 1 , wherein one of G 1 to G 3 is a C 6 to C 30 alkyl group and each of a remainder of G 1 to G 3 are independently a C 1 to C 3 alkyl group.

5. The graft copolymer of claim 1 , wherein the oxazoline-based derivative represented by Chemical Formula 1 is associated with a number average molecular weight that ranges from about 500 g/mol to about 30,000 g/mol.

6. The graft copolymer of claim 1 , wherein the oxazoline-based derivative represented by Chemical Formula 1 that is included in the graft copolymer is included in an amount of about 1 wt % to about 30 wt % based on the total weight of the graft copolymer.

7. The graft copolymer of claim 1 , wherein R 21 to R 24 represented by Chemical Formula 2 are independently
hydrogen, or
a substituted or unsubstituted C 1 to C 10 alkyl group.

8. The graft copolymer of claim 1 , wherein the polymer including a structural unit represented by Chemical Formula 2 that is included in the graft copolymer is included in an amount of about 70 wt % to about 99 wt % based on the total weight of the graft copolymer.

9. A composition including the graft copolymer of claim 1 .

10. The composition of claim 9 , wherein the composition is a composition including the graft copolymer and further including an additional polymer, the additional polymer including at least one of
polyolefin,
polyalkyl(meth) acrylate,
polyacrylate,
polyacrylonitrile,
polystyrene,
polyvinyl chloride,
polyvinylidene chloride,
polycarbonate,
polyester,
thermoplastic polyurethane,
a silicone resin,
polysulfone,
polyamide,
a rubber modified vinyl-based copolymer, and
a copolymer thereof.

11. The composition of claim 10 , wherein the additional polymer further includes the structural unit represented by Chemical Formula 2.

12. The composition of claim 10 , wherein the additional polymer is included in the composition in an amount of about 30 wt % to 99 wt % based on the total weight of the composition.

13. The composition of claim 9 , wherein the oxazoline-based derivative, represented by Chemical Formula 1 , that is grafted onto the graft copolymer in the composition is included, in the composition, in an amount of about 1 wt % to about 30 wt % based on the total weight of the composition.

14. The composition of claim 9 , wherein the oxazoline-based derivative, represented by Chemical Formula 1, that is grafted onto the graft copolymer in the composition is included, in the composition, in an amount of about 1 wt % to about 20 wt % based on the total weight of the composition.

15. The composition of claim 9 , wherein the composition has a greater than or equal to about 75% antimicrobial rate for Escherichia Coli, which is measured by an antimicrobial test according to ISO 22196.

16. The composition of claim 9 , wherein the composition has a greater than or equal to about 85% antibacterial rate for yellow staphylococcus, which is measured by an antimicrobial test according to ISO 22196.

17. An article manufactured from the composition of claim 9 .

18. The article of claim 17 , wherein the article is manufactured based on at least one of
extrusion,
co-extrusion,
injection molding, and
a double injection molding processes.

19. The graft copolymer according to claim 1 , wherein the graft copolymer is prepared by a graft-copolymerization using the oxazoline-based derivative represented by Chemical Formula 1 and the polymer including a structural unit represented by Chemical Formula 2 and a peroxide initiator, wherein the peroxide initiator is included in an amount of 0.1 parts by weight to 5 parts by weight based on 100 parts by weight of the polymer.

Assignees

• Samsung Electronics Co Ltd

Inventors

• Lee Moo Ho
• Jung Won Cheol
• Kim In Ki

Classifications

• C08L51/06

  grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond · CPC title

• C09D5/14

  Paints containing biocides, e.g. fungicides, insecticides or pesticides (C09D5/16 takes precedence) · CPC title

• C08F255/02 Primary

  on to polymers of olefins having two or three carbon atoms · CPC title

• C08F226/00

  Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen · CPC title

• C08L2203/16

  used for films · CPC title