Nanocomposite body, method of manufacturing the same, and nanocomposite film including the nanocomposite body

Patent metadata

Field	Value
Publication number	US-11713403-B2
Application number	US-201815994132-A
Country	US
Kind code	B2
Filing date	May 31, 2018
Priority date	Jun 2, 2017
Publication date	Aug 1, 2023
Grant date	Aug 1, 2023

Abstract

Provided are a nanocomposite body, a method of manufacturing the nanocomposite body, and a nanocomposite film including the nanocomposite body. The nanocomposite body includes: inorganic particles; a polymer matrix; and grafting polymer chains each of which includes a polyol structure, wherein the inorganic particles and the polymer matrix are linked by the grafting polymer chains.

First claim

What is claimed is:

1. A nanocomposite film comprising a nanocomposite comprising:
inorganic particles, wherein the inorganic particles comprise silica (SiO 2 ) particles, titania (TiO 2 ) particles, zinc oxide (ZnO 2 ) particles, zirconia (ZrO 2 ) particles, alumina (Al 2 O 3 ) particles, graphene, and/or carbon nanotubes (CNTs);
a polymer matrix comprising polyurethane, polyamide, polycarbonate, polyether, or a combination thereof; and
grafting polymer chains each of which comprises a polyol structure,
wherein the grafting polymer chains are bonded to the inorganic particles and the polymer matrix with a chemical bond,
wherein the grafting polymer chains comprise polyethylene glycol (PEG), polylactic acid (PLA) or are represented by Formula 1:

wherein, in Formula 1,
A 1 is —O— or —C(═O)O—,
X 1 and X 2 are each independently selected from:
a single bond, —C(═O)—, —O—, a C 1 -C 20 alkylene group, a C 3 -C 10 cycloalkylene group, a C 3 -C 10 cycloalkenylene group, a C 2 -C 10 heterocycloalkylene group, a C 2 -C 10 heterocycloalkenylene group, a C 6 -C 20 arylene group, and a C 2 -C 20 heteroarylene group; and
a C 1 -C 20 alkylene group, a C 3 -C 10 cycloalkylene group, a C 3 -C 10 cycloalkenylene group, a C 2 -C 10 heterocycloalkylene group, a C 2 -C 10 heterocycloalkenylene group, a C 6 -C 20 arylene group, and a C 2 -C 20 heteroarylene group, each substituted with at least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, an epoxy group, nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 2 -C 10 heterocycloalkyl group, a C 2 -C 10 heterocycloalkenyl group, a C 6 -C 20 aryl group, and a C 2 -C 20 heteroaryl group,
y1 is an integer of 1 to 5,
when y1 is 2 or greater, structures of X 1 are identical to or different from each other,
y2 is an integer of 1 to 5,
when y2 is 2 or greater, structures of X 2 are identical to or different from each other,
R 1 to R 4 are each independently selected from:
a hydrogen, a deuterium, a C 1 -C 20 alkyl group, a C 2 -C 20 alkenyl group, a C 2 -C 20 alkynyl group, and a C 1 -C 20 alkoxy group; and
a C 1 -C 20 alkyl group, a C 2 -C 20 alkenyl group, a C 2 -C 20 alkynyl group, and a C 1 -C 20 alkoxy group, each substituted with at least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, an epoxy group, a nitro group, amidino group, a hydrazino group, a hydrazono group, a C 1 -C 20 alkyl group, and a C 1 -C 20 alkoxy group,
m1 is an integer of 1 to 10,
when m1 is 2 or greater, structures in parentheses are identical to or different from each other,
n1 is an integer of 1 to 1,000,
when n1 is 2 or greater, structures in parentheses are identical to or different from each other,
* denotes a binding site to the inorganic particles,
*′ denotes a binding site to the polymer matrix, and
wherein a shore D hardness of the film is in a range of about 30D to about 60D.

2. The nanocomposite film of claim 1 , wherein an average particle diameter of the inorganic particles is in a range of about 1 nm to about 100 μm.

3. The nanocomposite film of claim 1 , wherein an amount of the inorganic particles is in a range of about 10 parts to about 30 parts by weight based on 100 parts by weight of the polymer matrix.

4. A method of manufacturing a nanocomposite film, the method comprising:
reacting inorganic particles with a grafting polymer compound comprising polyethylene glycol (PEG), polylactic acid (PLA) or represented by Formula 2 to form hybrid nanoparticles, as a first process, wherein the inorganic particles comprise silica (SiO 2 ) particles, titania (TiO 2 ) particles, zinc oxide (ZnO 2 ) particles, zirconia (ZrO 2 ) particles, alumina (Al 2 O 3 ) particles, graphene, and/or carbon nanotubes (CNTs); and
reacting the hybrid nanoparticles with a polymer matrix comprising polyurethane, polyamide, polycarbonate, polyether, or a combination thereof, as a second process:

wherein, in Formula 2,
A 1 is —O— or —C(═O)O—,
R 1 to R 4 are each independently selected from:
a hydrogen, a deuterium, a C 1 -C 20 alkyl group, a C 2 -C 20 alkenyl group, a C 2 -C 20 alkynyl group, and a C 1 -C 20 alkoxy group; and
a C 1 -C 20 alkyl group, a C 2 -C 20 alkenyl group, a C 2 -C 20 alkynyl group, and a C 1 -C 20 alkoxy group, each substituted with at least one selected from a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, an epoxy group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 20 alkyl group, and a C 1 -C 20 alkoxy group,
m1 is an integer of 1 to 10,
n1 is an integer of 1 to 1,000,
Z 1 is a substituent that reacts with the inorganic particles, and
Z 2 is a substituent that reacts with the polymer matrix, and
wherein a shore D hardness of the film is in a range of about 30D to about 60D.

5. The method of claim 4 , wherein Z 1 is —O(Q 1 ), —S(Q 1 ), —Si(Q 1 )(Q 2 )(Q 3 ), or an epoxy group, wherein Q 1 , Q 2 , and Q 3 are each independently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic hetero-condensed polycyclic group, a biphenyl group, and a terphenyl group.

6. The method of claim 4 , wherein Z 2 is —O(Q 21 ), —S(Q 21 ), —N(Q 21 )(Q 22 ), —Si(Q 21 )(Q 22 ) (Q 23 ), an isocyanate group, a carbonate group, or an epoxy group, wherein Q 21 , Q 22 , and Q 23 are each independently selected from a hydrogen, a deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic hetero-condensed polycyclic group, a biphenyl group, and a terphenyl group.

7. The method of claim 4 , wherein the inorganic particles comprise a first functional group on a surface thereof, the first functional group comprises at least one selected from a silanol group, a hydroxyl group, and an alkoxy group, and the first functional group reacts with Z 1 in Formula 2.

8. The method of claim 4 , wherein an average particle diameter of the inorganic particles is in a range of about 1 nm to about 100 μm.

9. The method of claim 4 , wherein an amount of the grafting polymer compound represented by Formula 2 is in a range of about 1 part to about 1,000 parts by weight based on 100 parts by weight of the inorganic particles.

10. The method of claim 4 , wherein the polymer matrix comprises a second functional group, the second functional group comprises at least one selected from an isocyanate group

Assignees

• Samsung Display Co Ltd
• Univ Sogang Res Foundation

Inventors

• Oh Hyunjoon
• Kim Kyungtae
• Kim Boa
• Kim Sanghoon
• Park Sangil
• Shin Heonjung
• Oh Hyejin
• Lee Jeoungsub
• Choi Minhoon
• Yang Taekyung
• Rhee Heewoo
• Cho Sungmin

Classifications

• C09D175/04 Primary

  Polyurethanes · CPC title

• C08G18/10

  Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step · CPC title

• C08K9/08

  Ingredients agglomerated by treatment with a binding agent · CPC title

• C09C1/043

  Zinc oxide · CPC title

• C09C1/3072

  Treatment with macro-molecular organic compounds · CPC title