IP Library Granted Patent US 12,466,951
Granted Patent B2
US 12,466,951 · App. 16/972,389 · Granted Nov 11, 2025

Polyamide resin film and resin laminate using the same

Inventors: Il Hwan Choi (Daejeon, KR); Soonyong Park (Daejeon, KR); Young Ji Tae (Daejeon, KR); Youngseok Park (Daejeon, KR); Bi Oh Ryu (Daejeon, KR)
Assignee: LG CHEM, LTD.
C08L77/10B32B27/08C08G69/265C08G69/42C08K5/3475C08K5/3492B32B27/34B32B2250/02B32B2250/03B32B2307/412B32B2307/71B32B2457/20C08L2201/08C08L2201/10C08L2203/16C08L2203/20
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,466,951
App. No.
16/972,389
Granted
Nov 11, 2025
Kind
B2
Abstract

The present invention relates to a polyamide resin film having improved light resistance by minimizing color difference variation rate due to long-term ultraviolet irradiation, and a resin laminate using the same.

Claims (55)

1 . A polyamide resin film in which a color difference variation rate (Eab 1 ) value on the 1st day (n=1) of ultraviolet irradiation according to the following Mathematical Formula 1 is 2.5 or less:

Eab n ={( L n −L n−1 ) 2 +( a n −a n−1 ) 2 +( b n −b n−1 ) 2 } 1/2   [Mathematical Formula 1]

wherein,

L n−1 is a lightness index of the polyamide resin film on the (n−1)th day of ultraviolet irradiation,

a n−1 and b n−1 are color coordinates of the polyamide resin film on the (n−1)th day of ultraviolet irradiation,

L n is a lightness index of the polyamide resin film on the n-th day of ultraviolet irradiation, and

a n and b n are color coordinates of the polyamide resin film on the n-th day of ultraviolet irradiation,

wherein a haze measured according to ASTM D1003 for a specimen having a thickness of 45 μm or more and 55 μm or less is 1.5% or less,

wherein the polyamide resin film includes a polyamide resin containing aromatic amide repeating units derived from a combination of an aromatic diacyl compound and an aromatic diamine compound; and an ultraviolet light stabilizer,

wherein the ultraviolet light stabilizer includes one or more compounds selected from the group consisting of a triazine-based UV absorber, a triazole-based UV absorber, and a HALS-based UV absorber,

wherein the polyamide resin includes a first polyamide segment containing a repeating unit represented by Chemical Formula 1, or a block comprised thereof:

in the Chemical Formula 1, Ar 1 is a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 20 carbon atoms,

wherein the polyamide resin further includes a second polyamide segment containing a repeating unit represented by Chemical Formula 2, or a block comprised thereof:

in the Chemical Formula 2,

Ar 2 is a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 20 carbon atoms,

wherein the first polyamide segment and the second polyamide segment form a backbone chain including an alternating repeating unit represented by Chemical Formula 3:

in the Chemical Formula 3,

A is the first polyamide segment, and

B is the second polyamide segment, and

wherein based on the total repeating units contained in the polyamide resin, a content of the repeating unit represented by Chemical Formula 1 is 80 mol % to 85 mol %, and a content of the repeating unit represented by Chemical Formula 2 is 15 mol % to 20 mol %.

2 . The polyamide resin film of claim 1 , wherein

a lightness index L 1 of the polyamide resin film on the 1 st day of ultraviolet irradiation is at least 93.

3 . The polyamide resin film of claim 1 , wherein

a color coordinate a 1 of the polyamide resin film on the 1 st day of ultraviolet irradiation is −1.5 or more, and b 1 is 4 or less.

4 . The polyamide resin film of claim 1 , wherein

the color difference variation rate (Eab 5 ) value on the 5th day (n=5) of ultraviolet irradiation according to the Mathematical Formula 1 is 0.2 or less.

5 . The polyamide resin film of claim 1 , wherein

the color difference variation rate (Eab 1 ) value on the 1 st day (n=1) of ultraviolet irradiation according to the Mathematical Formula 1 is 20 times or less the color difference variation rate (Eab 10 ) value on the 10th day (n=10) of ultraviolet irradiation according to the Mathematical Formula 1.

6 . The polyamide resin film of claim 1 , wherein

after irradiating the polyamide resin film with ultraviolet rays for 1 day, a yellowness index measured according to ASTM E313 is 7 or less.

7 . The polyamide resin film of claim 1 , wherein

a difference between a yellowness index measured according to ASTM E313 after irradiating the polyamide resin film with ultraviolet rays for 10 days, and a yellowness index measured according to ASTM E313 after irradiating the polyamide resin film with ultraviolet rays for 1 day, is 2.5 or less.

8 . The polyamide resin film of claim 1 , wherein

the polyamide resin film has a retardation (Rth) value in the thickness direction at a wavelength of 550 nm of −8000 nm or more and −3000 nm or less, and a moisture absorption rate according to the following Mathematical Formula 2 is 0.5% or more and 7.0% or less:

Moisture Absorption Rate (%)=( W 1− W 2)*100/ W 2  [Mathematical Formula 2]

wherein in the Mathematical Formula 2,

W1 is a weight measured by impregnating the polyamide resin film in ultrapure water for 24 hours, and

W2 is a weight measured by drying the polyamide resin film at 150° C. for 30 minutes after the impregnation.

9 . The polyamide resin film of claim 1 , wherein

the polyamide resin film has a retardation (Rth) value in the thickness direction at a wavelength of 550 nm of −6000 nm or more and −3000 nm or less.

10 . The polyamide resin film of claim 1 , wherein

the first polyamide segment has a number average molecular weight of 100 g/mol or more and 5000 g/mol or less.

11 . The polyamide resin film of claim 1 , wherein

the alternating repeating unit represented by Chemical Formula 3 is a repeating unit represented by Chemical Formula 4:

in the Chemical Formula 4,

Ar 1 and Ar 2 are each independently a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 20 carbon atoms,

a1 and a2 are each independently an integer of 1 to 10, and

b1 and b2 are each independently an integer of 1 to 5.

12 . The polyamide resin film of claim 1 , wherein

the triazole-based UV absorber includes a compound represented by Chemical Formula 11:

in the Chemical Formula 11,

R 1 and R 2 are each independently hydrogen or an alkyl group having 1 to 20 carbon atoms.

13 . A resin laminate comprising:

a substrate including the polyamide resin film of claim 1 ; and

a hard coating layer formed on at least one side of the substrate.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 4, 2020
From: CHOI, IL HWAN; PARK, SOONYONG; TAE, YOUNG JI; PARK, YOUNGSEOK; RYU, BI OH
To: LG CHEM, LTD.
Reel/Frame 054550/0899 →
Priority Claims (5)
KR 10-2019-0014020 · Feb 1, 2019 · national
KR 10-2019-0014021 · Feb 1, 2019 · national
KR 10-2019-0066620 · Jun 5, 2019 · national
KR 10-2019-0173086 · Dec 23, 2019 · national
KR 10-2019-0174355 · Dec 24, 2019 · national
Continuity (1)
Related Publication 20210230425A1 · Jul 29, 2021
References Cited (97)
US 5076817A · Hayes · 1991 [cited by applicant]
US 5132393A · Yoon et al. · 1992 [cited by applicant]
US 7214742B2 · Bolle et al. · 2007 [cited by applicant]
US 7294714B2 · Lazzari et al. · 2007 [cited by applicant]
US 7638626B2 · Lazzari et al. · 2009 [cited by applicant]
US 8138243B2 · Buehler et al. · 2012 [cited by applicant]
US 8648982B2 · Yanai et al. · 2014 [cited by applicant]
US 9580555B2 · Ju et al. · 2017 [cited by applicant]
US 9834867B2 · Zaltieri et al. · 2017 [cited by applicant]
US 9961548B2 · Bryksa et al. · 2018 [cited by applicant]
US 9963548B1 · Sun et al. · 2018 [cited by applicant]
US 10689513B2 · Ahn et al. · 2020 [cited by applicant]
US RE48141E · Ju et al. · 2020 [cited by applicant]
US 11351763B2 · Ryu · 2022 [cited by examiner]
US 20040241111A1 · Lazzari et al. · 2004 [cited by applicant]
US 20050171253A1 · Andrews et al. · 2005 [cited by applicant]
US 20060106193A1 · Moriyama · 2006 [cited by examiner]
US 20070128442A1 · Buehler · 2007 [cited by examiner]
US 20070249789A1 · Buehler et al. · 2007 [cited by applicant]
US 20080032078A1 · Azzari et al. · 2008 [cited by applicant]
US 20110178266A1 · Cho et al. · 2011 [cited by applicant]
US 20120244330A1 · Sun · 2012 [cited by examiner]
US 20120296037A1 · Cho et al. · 2012 [cited by applicant]
US 20130011642A1 · Sun · 2013 [cited by examiner]
US 20140083624A1 · Harris · 2014 [cited by examiner]
US 20140084499A1 · Harris · 2014 [cited by examiner]
US 20150097174A1 · Sun · 2015 [cited by examiner]
US 20150266998A1 · Zaltieri et al. · 2015 [cited by applicant]
US 20160032052A1 · Katayama · 2016 [cited by examiner]
US 20160208096A1 · Sun · 2016 [cited by examiner]
US 20170329062A1 · Nakajima et al. · 2017 [cited by applicant]
US 20180002487A1 · Yang et al. · 2018 [cited by applicant]
US 20180094135A1 · Sun et al. · 2018 [cited by applicant]
US 20190077915A1 · Yun et al. · 2019 [cited by applicant]
US 20190077917A1 · Jeong et al. · 2019 [cited by applicant]
US 20200024401A1 · Ryu et al. · 2020 [cited by applicant]
US 20200031962A1 · Kim et al. · 2020 [cited by applicant]
US 20210189067A1 · Ryu et al. · 2021 [cited by applicant]
US 20210222007A1 · Choi · 2021 [cited by examiner]
US 20210230425A1 · Choi et al. · 2021 [cited by applicant]
US 20220033653A1 · Choi et al. · 2022 [cited by applicant]
CN 1708537A · 2005 [cited by applicant]
CN 108794740A · 2018 [cited by applicant]
EP 1564237A1 · 2005 [cited by applicant]
EP 3476592A1 · 2019 [cited by applicant]
EP 3392295B1 · 2020 [cited by applicant]
JP H04226533A · 1992 [cited by applicant]
JP H09239889A · 1997 [cited by applicant]
JP 2002191928A · 2002 [cited by applicant]
JP 2005146133A · 2005 [cited by applicant]
JP 2005517787A · 2005 [cited by applicant]
JP 2006077185A · 2006 [cited by applicant]
JP 2006213812A · 2006 [cited by applicant]
JP 2006316134A · 2006 [cited by applicant]
JP 2008074991A · 2008 [cited by applicant]
JP 2011124174A · 2011 [cited by applicant]
JP 2013079334A · 2013 [cited by applicant]
JP 2014052604A · 2014 [cited by applicant]
JP 2015120886A · 2015 [cited by applicant]
JP 2015166179A · 2015 [cited by applicant]
JP 2016145332A · 2016 [cited by applicant]
JP 7074280B2 · 2022 [cited by applicant]
JP 7088499B2 · 2022 [cited by applicant]
KR 1020040096558A · 2004 [cited by applicant]
KR 1020050067217A · 2005 [cited by applicant]
KR 1020070104246A · 2007 [cited by applicant]
KR 1020080101782A · 2008 [cited by applicant]
KR 1020100035596A · 2010 [cited by applicant]
KR 1020120129319A · 2012 [cited by applicant]
KR 1020120130332A · 2012 [cited by applicant]
KR 1020150067761A · 2015 [cited by applicant]
KR 1020160085078A · 2016 [cited by applicant]
KR 1020160089872A · 2016 [cited by applicant]
KR 1020170089585A · 2017 [cited by applicant]
KR 1020170126798A · 2017 [cited by applicant]
KR 1020170136285A · 2017 [cited by applicant]
KR 1020180039893A · 2018 [cited by applicant]
KR 1020180062439A · 2018 [cited by applicant]
KR 1020180090671A · 2018 [cited by applicant]
KR 1020180098003A · 2018 [cited by applicant]
KR 1020180131378A · 2018 [cited by applicant]
KR 1020190028337A · 2019 [cited by applicant]
KR 1020200050792A · 2020 [cited by applicant]
KR 1020200051476A · 2020 [cited by applicant]
KR 1020200067084A · 2020 [cited by applicant]
TW I602854B · 2017 [cited by applicant]
TW I606083B · 2017 [cited by applicant]
WO 2003070819A1 · 2003 [cited by applicant]
WO 2004039863A1 · 2004 [cited by applicant]
WO 2012146629A1 · 2012 [cited by applicant]
WO 2017221783A1 · 2017 [cited by applicant]
WO 2018155830A1 · 2018 [cited by applicant]
International Search Report in PCT/KR2019/018450 mailed Apr. 8, 2020, 4 pages. [cited by applicant]
Thomson Scientific, London, GB; AN 2005-438357, XP002803292, 2017, 3 pages. [cited by applicant]
Thomson Scientific, London, GB; AN 2006-235222, XP002803663, 2017, 3 pages. [cited by applicant]
Extended European Search Report issued for European Patent Application No. 19912432.2 on Jun. 23, 2021, 14 pages. [cited by applicant]
Extended European Search Report issued for European Patent Application No. 19913033.7 on Jul. 30, 2021, 17 pages. [cited by applicant]