Triazine ring-containing polymer, and thermoplastic article and optical part including same

Patent metadata

Field	Value
Publication number	US-11814482-B2
Application number	US-202017110823-A
Country	US
Kind code	B2
Filing date	Dec 3, 2020
Priority date	Dec 3, 2019
Publication date	Nov 14, 2023
Grant date	Nov 14, 2023

Abstract

Disclosed are a triazine ring-containing polymer having a repeating unit that comprises a structural unit derived from a triazinedithiol compound, the triazine ring-containing polymer having a yellowness index of less than 3 and comprising terminal SH groups, wherein at least a portion of the SH groups are capped with a hydrocarbon group, and a number of the SH groups in the triazine ring-containing polymer is less than about 1×10 18 per gram of the polymer, and a thermoplastic article and optical part including the polymer.

First claim

What is claimed is:

1. A triazine ring-containing polymer having a repeating unit that comprises:
a structural unit derived from a triazine dithiol compound,
the triazine ring-containing polymer comprising terminal SH groups and a portion of terminal groups that are capped with a hydrocarbon group, and
wherein a number of the SH groups in the triazine ring-containing polymer is less than about 1×10 18 per gram of the polymer, and the polymer has a yellowness index of less than 3.

2. The triazine ring-containing polymer of claim 1 , wherein the hydrocarbon group is represented by any one of Chemical Formulae (a-1) to (a-3):
*—C m H m+1   (a-1)

*—Ar 1   (a-2)

*—C n H 2n —Ar 2   (a-3)

wherein in Chemical Formula (a-1), m indicates an integer ranging from 1 to 6;
wherein in Chemical Formula (a-2), Ar 1 indicates a substituted or unsubstituted aromatic hydrocarbon group;
wherein in Chemical Formula (a-3), n indicates an integer ranging from 1 to 6, and Ar 2 indicates a substituted or unsubstituted aromatic hydrocarbon group; and
* indicates a point linked to another structural unit or atom.

3. The triazine ring-containing polymer of claim 1 , wherein the hydrocarbon group is represented by any one of the following groups:

wherein * indicates a point linked to another structural unit or atom.

4. The triazine ring-containing polymer of claim 1 , wherein the repeating unit is represented by General Formula 1:
*-[A-B-]-*  General Formula 1

wherein, in General Formula 1,
A is represented by General Formula 2,
B is represented by General Formula 3, and
* indicates a point linked to another structural unit or atom;

wherein, in General Formula 2,
L is a single bond or a linking group,
R 1 is a group comprising an oxygen atom, sulfur atom, nitrogen atom, selenium atom, or a combination thereof, and
* indicates a point linked to another structural unit or atom;

wherein, in General Formula 3,
R 2 is a divalent aromatic hydrocarbon group, or an aromatic hydrocarbon linking group in which two or more aromatic hydrocarbon groups are linked to each other by an alkylene group, an oxygen atom, a sulfur atom, or a selenium atom,
R 3 is each independently a hydrogen atom, an alkyl group, or an aromatic hydrocarbon group,
y is each independently 0 or 1, and
* indicates a point linked to another group or structural unit.

5. The triazine ring-containing polymer of claim 4 , wherein when L of General Formula 2 is a linking group, the linking group is a C1 to C6 alkylene group, a divalent C6 to C30 aromatic hydrocarbon group, or an aromatic hydrocarbon linking group in which two or more C6 to C30 aromatic hydrocarbon groups are linked to each other by a single bond, a C1 to C6 alkylene group, or an atom of oxygen, sulfur, or selenium.

6. The triazine ring-containing polymer of claim 4 , wherein L of General Formula 2 is a single bond, a methylene group, an ethylene group, a phenylene group, a biphenylene group, or a naphthalene group.

7. The triazine ring-containing polymer of claim 4 , wherein L of General Formula 2 is a single bond.

8. The triazine ring-containing polymer of claim 4 , wherein R 1 of General Formula 2 is represented by any one of Formulae (4-1) to (4-8):

wherein,
in Formula (4-1), (4-5), and (4-7), m is independently an integer of 1 to 6,
in Formula (4-2-2), (4-6), and (4-8), n is independently an integer of 1 to 6,
in Formula (4-4), p is independently an integer of 1 to 6, and
* indicates a point linked to another group or structural unit.

9. The triazine ring-containing polymer of claim 4 , wherein R 1 of General Formula 2 is represented by any one of Formulae (4-1) to (4-4):

wherein,
in Formula (4-1), m is independently an integer of 1 to 6,
in Formula (4-2-2), n is independently an integer of 1 to 6,
in Formula (4-4), p is independently an integer of 1 to 6, and
* indicates a point linked to another group or structural unit.

10. The triazine ring-containing polymer of claim 4 , wherein R 2 of General Formula 3 is represented by any one of the following groups:

wherein * indicates a point linked to another group or structural unit.

11. The triazine ring-containing polymer of claim 4 , wherein R 2 of General Formula 3 is represented by any one of the following groups:

and
wherein * indicates a point linked to another group or structural unit.

12. The triazine ring-containing polymer of claim 4 , wherein R 2 of General Formula 3 is represented by any one of the following chemical formulae:

and
wherein * indicates a point linked to another group or structural unit.

13. The triazine ring-containing polymer of claim 4 , comprising a repeating unit represented by General Formula (1-1) and a repeating unit represented by General Formula (1-2):
*-[A′-B-]-*  (1-1)

*-[A″-B-]-*  (1-2)

wherein, in General Formula (1-1) and General Formula (1-2),
A′ and A″ are each independently represented by General Formula 2, wherein A′ and A″ are different from each other,
B is represented by General Formula 3, wherein in General Formula (1-1) and General Formula (1-2), B is the same, and
* indicates a point linked to another group or structural unit.

14. The triazine ring-containing polymer of claim 4 , comprising a repeating unit represented by General Formula (1-3) and a repeating unit represented by General Formula (1-4):
*-[A-B′-]-*  (1-3)

*-[A-B″-]-*  (1-4)

wherein, in General Formula (1-3) and General Formula (1-4),
A is represented by General Formula 2, wherein in General Formula (1-3) and General Formula (1-4), A is the same,
B′ and B″ are each independently represented by General Formula 3, wherein in General Formula (1-3) and General Formula (1-4), B′ and B″ are different from each other, and
* indicates a point linked to another group or structural unit.

15. The triazine ring-containing polymer of claim 4 , comprising a repeating unit represented by General Formula (1-5), a repeating unit represented by General Formula (1-6), a repeating unit represented by General Formula (1-7), and a repeating unit represented by General Formula (1-8):
*-[A′-B′-]-*  (1-5)

*-[A″-B′-]-*  (1-6)

*-[A′-B″-]-*  (1-7)

*[A″-B″]*  (1-8)

wherein, in General Formulae (1-5), (1-6), (1-7), and (1-8),
A′, and A″ are each independently represented by General Formula 2, wherein A′ and A″ are different,
B′ and B″ are each independently represented by General Formula 3, wherein B′ and B″ are different, and
* indicates a point linked to another group or structural unit.

16. A thermoplastic article comprising the tri

Assignees

• Samsung Electronics Co Ltd

Inventors

• Miyazaki Eigo
• Tsuji Masashi
• Kikuchi Tomoyuki
• Yamada Yukika

Classifications

• C08G73/0644 Primary

  Poly(1,3,5)triazines · CPC title

• G02B1/04

  made of organic materials, e.g. plastics (G02B1/08 takes precedence) · CPC title

• G02B1/041

  Lenses · CPC title