Composition for preparing transparent polymer film, transparent polymer film, and electronic device including same

Patent metadata

Field	Value
Publication number	US-11059954-B2
Application number	US-201715397180-A
Country	US
Kind code	B2
Filing date	Jan 3, 2017
Priority date	Dec 31, 2015
Publication date	Jul 13, 2021
Grant date	Jul 13, 2021

Abstract

A composition for preparing an article including a polyimide or poly(imide-amide) copolymer, the composition including (1) at least one of (i) a polyimide, a polyamic acid, or a poly(imide-amic acid) including at least one selected from a structural unit represented by Chemical Formula 1 and a structural unit represented by Chemical Formula 2; and (ii) a poly(imide-amide) copolymer, a poly(amic acid-amide) copolymer, or a poly(imide and amic acid-amide) copolymer including at least one selected from a structural unit represented by Chemical Formula 1 and a structural unit represented by Chemical Formula 2, and a structural unit represented by Chemical Formula 3, and (2) a compound having a maximum absorption wavelength at about 570 nm or more in a visible radiation region:wherein in Chemical Formulae 1 to 3, A, B, D, and E are the same as defined in the detailed description.

First claim

What is claimed is:

1. An article comprising a polyimide or poly(imide-amide) copolymer, wherein the polyimide comprises a structural unit represented by Chemical Formula 1, and the poly(imide-amide) copolymer comprises a structural unit represented by Chemical Formula 1 and a structural unit represented by Chemical Formula 3, and
a compound having a maximum absorption wavelength at about 570 nanometers or more in a visible radiation region included in an amount of about 1 part per million to about 90 parts per million based on a total weight of the polyimide or the poly(imide-amide) copolymer,
Chemical Formula 1

wherein, in Chemical Formula 1
D is a substituted or unsubstituted tetravalent C6 to C24 aliphatic cyclic group, a substituted or unsubstituted tetravalent C6 to C24 aromatic ring group, or a substituted or unsubstituted tetravalent C4 to C24 hetero aromatic ring group, wherein the aliphatic cyclic group, the aromatic ring group, or the hetero aromatic ring group is present as a single ring, as a condensed ring system comprising two or more fused rings, or as a system comprising two or more moieties selected from the single ring and the condensed ring system linked by a single bond, —O—, —S—, —C(═O)—, —CH(OH)—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CH 2 ) p — (wherein, 1≤p≤10), —(CF 2 ) q — (wherein, 1≤q≤10), —CR′R″— (wherein, R′ and R″ are independently hydrogen, a C1 to C10 aliphatic hydrocarbon group, a C6 to C20 aromatic hydrocarbon group, or a C6 to C20 alicyclic hydrocarbon group), —C(CF 3 )(C 6 H 5 )—, —C(CF 3 ) 2 —, or —C(═O)NH—, and
E is a substituted or unsubstituted divalent C6 to C24 aliphatic cyclic group, a substituted or unsubstituted divalent C6 to C24 aromatic ring group, or a substituted or unsubstituted divalent C4 to C24 hetero aromatic ring group, wherein the aliphatic cyclic group, the aromatic ring group, or the hetero aromatic ring group is present as a single ring, as a condensed ring system comprising two or more fused rings, or as a system comprising two or more moieties selected from the single ring and the condensed ring system linked by a single bond, a fluorenylene group, —O—, —S—, —C(═O)—, —CH(OH)—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CH 2 ) p — (wherein, 1≤p≤10), —(CF 2 ) q — (wherein, 1≤q≤10), —CR′R″— (wherein, R′ and R″ are independently hydrogen, C1 to C10 aliphatic hydrocarbon group, C6 to C20 aromatic hydrocarbon group, or C6 to C20 alicyclic hydrocarbon group), —C(CF 3 ) 2 —, —C(CF 3 )(C 6 H 5 )—, or —C(═O)NH—, and

wherein, in Chemical Formula 3,
A and B are independently a substituted or unsubstituted divalent C6 to C24 aliphatic cyclic group, a substituted or unsubstituted divalent C6 to C24 aromatic ring group, or a substituted or unsubstituted divalent C4 to C24 hetero aromatic ring group, wherein the aliphatic cyclic group, the aromatic ring group, or the hetero aromatic ring group is present as a single ring, as a condensed ring system comprising two or more fused rings, or as a system comprising two or more moieties selected from the single ring and the condensed ring system linked by a single bond, a fluorenylene group, —O—, —S—, —C(═O)—, —CH(OH)—, —S(═O) 2 —, —Si(CH 3 ) 2 —, —(CH 2 ) p — (wherein, 1≤p≤10), —(CF 2 ) q — (wherein, 1≤q≤10), —CR′R″— (wherein, R′ and R″ are independently hydrogen, a C1 to C10 aliphatic hydrocarbon group, a C6 to C20 aromatic hydrocarbon group, or a C6 to C20 alicyclic hydrocarbon group), —C(CF 3 ) 2 —, —C(CF 3 )(C 6 H 5 )—, or —C(═O)NH—.

2. The article of claim 1 , wherein the compound having a maximum absorption wavelength at about 570 nanometers or more in a visible radiation region comprises at least one blue pigment selected from a metal phthalocyanine pigment, an indanthrone pigment, and an indophenol pigment, or at least one violet pigment selected from dioxazine violet, first violet B, methyl violet, and indanthrene brilliant violet.

3. The article claim 1 , wherein D in Chemical Formula 1 is of formula Group 1:

wherein, in the chemical formulae of Group 1,
each residual group is substituted or unsubstituted, and each L is the same or different and is independently a single bond, —O—, —S—, —C(═O)—, —CH(OH)—, —S(═O) 2 —Si(CH 3 ) 2 —, —(CH 2 ) p — (wherein, 1≤p≤10), (CF 2 ) q (wherein, 1≤q≤10), —CR′R″— (wherein, R′ and R″ are independently hydrogen, a C1 to C10 aliphatic hydrocarbon group, a C6 to C20 aromatic hydrocarbon group, or a C6 to C20 alicyclic hydrocarbon group), —C(CF 3 ) 2 —, —C(CF 3 )(C 6 H 5 )—, or —C(═O)NH—,
* is a linking point to an adjacent atom,
Z 1 and Z 2 are the same or different and are independently —N═ or —C(R 100 )═, wherein R 100 is hydrogen or a C1 to C5 alkyl group, provided that Z 1 and Z 2 are not simultaneously —C(R 100 )═, and
Z 3 is —O—, —S—, or —NR 101 —, wherein R 101 is hydrogen or a C1 to C5 alkyl group.

4. The article of claim 1 , wherein D in Chemical Formula 1 is a formula of Group 2:

5. The article of claim 1 , wherein E in Chemical Formula 1 is represented by Chemical Formula 5:

wherein, in Chemical Formula 5,
R 6 and R 7 are the same or different and are independently an electron withdrawing group selected from —CF 3 , —CCl 3 , —CBr 3 , —Cl 3 , —F, —Cl, —Br, —I, —NO 2 , —CN, —COCH 3 , and —CO 2 C 2 H 5 ,
R 8 and R 9 are the same or different and are independently a halogen, a hydroxy group, an alkoxy group (—OR 204 , wherein R 204 is a C1 to C10 aliphatic organic group), a silyl group (—SiR 205 R 206 R 207 , wherein R 205 , R 206 , and R 207 are the same or different and are independently hydrogen, or a C1 to C10 aliphatic organic group), a substituted or unsubstituted C1 to C10 aliphatic organic group, or a C6 to C20 aromatic organic group,
n3 is an integer ranging from 1 to 4, n5 is an integer ranging from 0 to 3, provided that n3+n5 is an integer of 4 or less, and
n4 is an integer ranging from 1 to 4, n6 is an integer ranging from 0 to 3, provided that n4+n6 is an integer of 4 or less.

6. The article of claim 1 , wherein A in Chemical Formula 3 is selected from chemical formulae of Group 3:

wherein, in the chemical formulae of Group 3,
R 18 to R 29 are the same or different and are independently deuterium, a halogen, a substituted or unsubstituted C1 to C10 aliphatic organic group, or a substituted or unsubstituted C6 to C20 aromatic organic group,
n11 and n14 to n20 are independently an integer ranging from 0 to 4, and
n12 and n13 are independently an integer ranging from 0 to 3.

7. The article of claim 1 , wherein A in Chemical Formula 3 is selected from chemical formulae of Group 4:

Assignees

• Samsung Electronics Co Ltd
• Samsung Sdi Co Ltd

Inventors

• Jo A Ra
• Ahn Chanjae
• Sohn Byunghee
• Ju Kyeong-Sik

Classifications

• C08L79/08 Primary

  Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors · CPC title

• C08G73/1039 Primary

  comprising halogen-containing substituents · CPC title

• C08J2379/08

  Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors · CPC title

• G02F1/1333

  Constructional arrangements; {Manufacturing methods}(G02F1/135, G02F1/136 take precedence) · CPC title

• C08K5/0041

  Optical brightening agents, organic pigments · CPC title