IP Library Granted Patent US 12,281,213
Granted Patent B2
US 12,281,213 · App. 16/913,092 · Granted Apr 22, 2025

Polyamide-imide film, preparation method thereof, and display front plate and display device comprising same

Inventors: Dae Seong Oh (Seoul, KR); Jung Hee Ki (Gyeonggi-do, KR); Sunhwan Kim (Incheon, KR); Han Jun Kim (Gyeonggi-do, KR); Jin Woo Lee (Seoul, KR); Sang Hun Choi (Seoul, KR)
Assignee: SK MICROWORKS CO., LTD.
C08J5/18C08G73/1007C08G73/14C08J2379/08C08K3/36
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Quick Facts
Patent No.
US 12,281,213
App. No.
16/913,092
Granted
Apr 22, 2025
Kind
B2
Abstract

Embodiments relate to a polyamide-imide film that has a clean appearance and transparency and is excellent in antiblocking properties, a process for preparing the same, and a display front panel and a display device comprising the same. The polyamide-imide film comprises a polyamide-imide polymer formed by polymerizing a diamine compound, a dianhydride compound, and a dicarbonyl compound; and a filler, wherein the dicarbonyl compound comprises a first dicarbonyl compound and a second dicarbonyl compound, the first dicarbonyl compound and the second dicarbonyl compound are structural isomers to each other, and the FH value of Equation 1 is 0.5 or less.

Claims (95)

1. A polyamide-imide film, which comprises a polyamide-imide polymer formed by polymerizing a diamine compound, a dianhydride compound, and a dicarbonyl compound; and a filler,

wherein the filler has an average particle diameter of 70 nm to 120 nm,

wherein, the dicarbonyl compound comprises a first dicarbonyl compound and a second dicarbonyl compound,

wherein the first dicarbonyl compound and the second dicarbonyl compound are structural isomers to each other,

wherein the dianhydride compound comprises 2,2′-bis-(3,4-dicarboxyphenyl)hexafluoropropane dianhydride (6FDA), the first dicarbonyl compound is a compound having two carbonyl groups at the m-position, and the second dicarbonyl compound is a compound having two carbonyl groups at the p-position,

wherein the molar ratio of the dianhydride compound and the dicarbonyl compound is 2:98 to 45:55,

wherein a content of a residual solvent in the polyamide-imide film is 900 ppm or less,

wherein the FH value of the following Equation 1 is less than 0.3, and

wherein the IS value represented by the following Equation 3 is 5 to 100:

FH

=

FC

2000

ppm

×

HZ

1

%

[

Equation

1

]

wherein, in Equation 1, FC is the content (ppm) of the filler based on the total weight of the solids content in the polymer, and HZ stands for the haze (%) of the film,

IS=IM+RS/10  [Equation 3]

wherein, in Equation 3, IM stands for the number of moles of an imide repeat unit when the total number of moles of the imide repeat unit and an amide repeat unit in the film is 100; and RS stands for the content (ppm) of the residual solvent in the film.

2. The polyamide-imide film of claim 1 , wherein the filler is a silica-based material.

3. The polyamide-imide film of claim 1 , wherein the content of the filler is 300 ppm to 2,000 ppm based on the total weight of the solids content of the polyamide-imide polymer.

4. The polyamide-imide film of claim 1 , which has a transmittance of 80% or more, a haze of 1% or less, a yellow index of 3 or less, and a modulus of 5 GPa or more.

5. A display front panel, which comprise a polyamide-imide film and a functional layer, wherein the polyamide-imide film comprises a polyamide-imide polymer and a filler, and the FH value of the following Equation 1 is less than 0.3,

wherein the polyamide-imide polymer is formed by polymerizing a diamine compound, a dianhydride compound, and a dicarbonyl compound,

wherein the dicarbonyl compound comprises a first dicarbonyl compound and a second dicarbonyl compound,

wherein the first dicarbonyl compound and the second dicarbonyl compound are structural isomers to each other,

wherein the dianhydride compound comprises 2,2′-bis-(3,4-dicarboxyphenyl)hexafluoropropane dianhydride (6FDA), the first dicarbonyl compound is a compound having two carbonyl groups at the m-position, and the second dicarbonyl compound is a compound having two carbonyl groups at the p-position,

wherein the molar ratio of the dianhydride compound and the dicarbonyl compound is 2:98 to 45:55,

wherein the filler has an average particle diameter of 70 nm to 120 nm,

wherein the IS value represented by the following Equation 3 is 5 to 100,

FH

=

FC

2000

ppm

×

HZ

1

%

[

Equation

1

]

wherein, in Equation 1, FC is the content (ppm) of the filler based on the total weight of the solids content in the polymer, and HZ stands for the haze (%) of the film,

wherein a content of a residual solvent in the polyamide-imide film is 900 ppm or less, and

IS=IM+RS/10  [Equation 3]

wherein, in Equation 3, IM stands for the number of moles of an imide repeat unit when the total number of moles of the imide repeat unit and an amide repeat unit in the film is 100; and RS stands for the content (ppm) of the residual solvent in the film.

6. A display device, which comprises a display unit; and a display front panel disposed on the display unit,

wherein the display front panel comprises a polyamide-imide film,

wherein the polyamide-imide film comprises a polyamide-imide polymer and a filler,

wherein the polyamide-imide polymer is formed by polymerizing a diamine compound, a dianhydride compound, and a dicarbonyl compound,

wherein the dicarbonyl compound comprises a first dicarbonyl compound and a second dicarbonyl compound,

wherein the first dicarbonyl compound and the second dicarbonyl compound are structural isomers to each other,

wherein the dianhydride compound comprises 2,2′-bis-(3,4-dicarboxyphenyl)hexafluoropropane dianhydride (6FDA), the first dicarbonyl compound is a compound having two carbonyl groups at the m-position, and the second dicarbonyl compound is a compound having two carbonyl groups at the p-position,

wherein the molar ratio of the dianhydride compound and the dicarbonyl compound is 2:98 to 45:55,

wherein the filler has an average particle diameter of 70 nm to 120 nm, and the FH value of the following Equation 1 is less than 0.3,

wherein the IS value represented by the following Equation 3 is 5 to 100:

FH

=

FC

2000

ppm

×

HZ

1

%

[

Equation

1

]

wherein, in Equation 1, FC is the content (ppm) of the filler based on the total weight of the solids content in the polymer, and HZ stands for the haze (%) of the film, and

IS=IM+RS/10  [Equation 3]

wherein, in Equation 3, IM stands for the number of moles of an imide repeat unit when the total number of moles of the imide repeat unit and an amide repeat unit in the film is 100; and RS stands for the content (ppm) of the residual solvent in the film, wherein a content of a residual solvent in the polyamide-imide film is 900 ppm or less.

7. The polyamide-imide film of claim 1 , wherein the diamine compound comprises 2,2′-bis(trifluoromethyl)-4,4′-diaminobiphenyl (TFDB).

Assignments (5)
CHANGE OF NAME Recorded Jan 15, 2026
From: SK MICROWORKS SOLUTIONS CO., LTD.
To: MICROWORKS SOLUTIONS CO., LTD.
Reel/Frame 074078/0923 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 24, 2025
From: SK MICROWORKS CO., LTD.
To: SK MICROWORKS SOLUTIONS CO., LTD.
Reel/Frame 070929/0875 →
CORRECTIVE ASSIGNMENT TO CORRECT THE THE ASSIGNMENT DOCUMENT PREVIOUSLY RECORDED AT REEL: 063240 FRAME: 0192. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Dec 8, 2023
From: SKC CO., LTD.
To: SK MICROWORKS CO., LTD.
Reel/Frame 065841/0822 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 3, 2023
From: SKC CO., LTD.
To: SK MICROWORKS CO., LTD.
Reel/Frame 063240/0192 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 26, 2020
From: OH, DAE SEONG; KI, JUNG HEE; KIM, SUNHWAN; KIM, HAN JUN; LEE, JIN WOO; CHOI, SANG HUN
To: SKC CO., LTD.
Reel/Frame 053049/0040 →