US-12624162-B2 - Polycarbonate copolymer

Abstract

Provided is a polycarbonate copolymer including a repeating unit of the following Chemical Formula 1, where the polycarbonate copolymer can have improved heat resistance: wherein in Chemical Formula 1, R 1 , R 2 , n1 and n2 are as defined in the specification.

Inventors

• Youngwook SON
• Hyong Min Bahn
• Byeong-su Kim
• Taehyung Kim
• Yeji YU

Assignees

• LG CHEM, LTD.
• Yonsei University, University—Industry Foundation (UIF)

Dates

Publication Date

20260512

Application Date

20220808

Priority Date

20210809

Claims (11)

1. 1 . A polycarbonate copolymer, comprising a repeating unit of Chemical Formula 1: wherein in Chemical Formula 1: R 1 and R 2 are each independently hydrogen, a C 1-10 alkyl, a C 1-10 alkoxy, or halogen; and n1 and n2 are each independently an integer of 0 to 4.
2. 2 . The polycarbonate copolymer according to claim 1 , wherein R 1 is hydrogen.
3. 3 . The polycarbonate copolymer according to claim 1 , wherein each R 2 is independently hydrogen, a C 1-4 alkyl, a C 1-4 alkoxy, or halogen.
4. 4 . The polycarbonate copolymer according to claim 1 , wherein each R 2 is independently hydrogen, methyl, or chloro.
5. 5 . The polycarbonate copolymer according to claim 1 , wherein the repeating unit of Chemical Formula 1 is any one selected from the group consisting of:
6. 6 . The polycarbonate copolymer according to claim 1 , wherein the polycarbonate copolymer further comprises a repeating unit of Chemical Formula 2: wherein in Chemical Formula 2: X is a C 1-10 alkylene that is unsubstituted or substituted with phenyl, a C 3-15 cycloalkylene that is unsubstituted or substituted with a C 1-10 alkyl, O, S, SO, SO 2 , or CO; and R′ 1 to R′ 4 are each independently hydrogen, a C 1-10 alkyl, a C 1-10 alkoxy, or halogen.
7. 7 . The polycarbonate copolymer according to claim 6 , wherein Chemical Formula 2 is the following:
8. 8 . The polycarbonate copolymer according to claim 6 , wherein a weight ratio between the repeating unit of Chemical Formula 1 and the repeating unit of Chemical Formula 2 is 10:90 to 90:10.
9. 9 . The polycarbonate copolymer according to claim 1 , wherein a weight average molecular weight of the polycarbonate copolymer is 10,000 to 100,000.
10. 10 . The polycarbonate copolymer according to claim 1 , wherein a glass transition temperature of the polycarbonate copolymer is 150 to 220° C.
11. 11 . An article comprising the polycarbonate copolymer according to claim 1 .

Description

CROSS-REFERENCE TO RELATED APPLICATION This application is a National Stage Application of International Application No. PCT/KR2022/011752 filed on Aug. 8, 2022, which claims the benefit of Korean Patent Application No. 10-2021-0104783 filed on Aug. 9, 2021 with the Korean Intellectual Property Office, the entire contents of which are incorporated herein by reference. TECHNICAL FIELD The present disclosure relates to a polycarbonate copolymer and an article comprising same. BACKGROUND A polycarbonate resin is prepared by condensation-polymerization of an aromatic diol such as bisphenol A with a carbonate precursor such as a phosgene, and has excellent impact strength, dimensional stability, heat resistance, and transparency, etc. Thus, the polycarbonate resin has application in a wide range of uses, such as exterior materials of electrical and electronic products, automobile components, building materials, and optical components, etc. In recent years, in order to apply such a polycarbonate resin to more diverse fields, many studies have been attempted to obtain desired physical properties by copolymerizing two or more types of aromatic diol compounds having different structures and introducing units having different structures into the main chain of polycarbonate. Particularly, in recent years, as the application field of polycarbonate resin has expanded, it is necessary to improve the heat resistance while maintaining the intrinsic physical properties of the polycarbonate resin. Accordingly, attempts to introduce repeating units having various structures as repeating units of the polycarbonate resin are increasing. Therefore, the present inventors have confirmed that the polycarbonate copolymer containing a repeating unit having a specific structure is particularly improved in heat resistance, as will be described later, and completed the present disclosure. DETAILED DESCRIPTION Technical Problem It is an object of the present disclosure to provide a polycarbonate copolymer that contains a repeating unit having a specific structure and thus is particularly improved in heat resistance. It is another object of the present disclosure to provide an article comprising the polycarbonate copolymer, Technical Solution In order to achieve the above object, according to the present disclosure, provided is a polycarbonate copolymer comprising a repeating unit of Chemical Formula 1: wherein in Chemical Formula 1:R1 and R2 are each independently hydrogen, a C1-10 alkyl, a C1-10 alkoxy, or halogen; andn1 and n2 are each independently an integer of 0 to 4. The polycarbonate copolymer according to the present disclosure includes the repeating unit of Chemical Formula 1, and particularly can provide a polycarbonate copolymer having remarkably increased heat resistance. The repeating unit of Chemical Formula 1 is similar to the structure of bisphenol A, which has been widely used in the past, but has a structure in which four rings are fused, and thus has a structure whose molecule is rigid as compared to bisphenol A, and also can include nitrogen in the molecule and thus can improve heat resistance through stabilization of the structure. Below, the present disclosure will be described in more detail. (Repeating Unit of Chemical Formula 1) In Chemical Formula 1, preferably, R1 is hydrogen. Preferably, each R2 is independently hydrogen, a C1-4 alkyl, a C1-4 alkoxy, or halogen. More preferably, each R2 is independently hydrogen, methyl, or chloro. Preferably, the repeating unit of Chemical Formula 1 is any one selected from the group consisting of: Meanwhile, the repeating unit of Chemical Formula 1 is derived from a monomer compound of the following Chemical Formula 1-1: The “derived from the monomer compound” means that the hydroxy group of the compound of Chemical Formula 1-1 reacts with a carbonate precursor to form a repeating unit of Chemical Formula 1. As the carbonate precursor, at least one selected from the group consisting of dimethyl carbonate, diethyl carbonate, dibutyl carbonate, dicyclohexyl carbonate, diphenyl carbonate, ditoryl carbonate, bis(chlorophenyl) carbonate, di-m-cresyl carbonate, dinaphthyl carbonate, bis(diphenyl) carbonate, phosgene, triphosgene, diphosgene, bromophosgene and bishaloformate can be used. Preferably, triphosgene or phosgene can be used. In addition, the compound of Chemical Formula 1-1 can be prepared by the method of the following Reaction Scheme 1: wherein in Reaction Scheme 1, R1, R2, n1 and n2 are as defined above. The reaction is preferably carried out under acidic conditions, and the preparation method can be embodied in Examples provided hereinafter. (Repeating Unit of Chemical Formula 2) In addition, the polycarbonate copolymer of the present disclosure can further include a repeating unit of the following Chemical Formula 2, if necessary: wherein in Chemical Formula 2:X is a C1-10 alkylene that is unsubstituted or substituted with phenyl, a C3-15 cycloalkylene that is unsu