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WO-2026094832-A1 - POLYCARBONATE RESIN, AND RESIN COMPOSITION AND MOLDED ARTICLE CONTAINING SAME

WO2026094832A1WO 2026094832 A1WO2026094832 A1WO 2026094832A1WO-2026094832-A1

Abstract

One embodiment of the present invention provides a polycarbonate resin containing: a constitutional unit (A) derived from a compound represented by general formula (1); and a constitutional unit (B) derived from a compound represented by general formula (2).

Inventors

  • YOSHIYA, KOHEI
  • SHIMOKAWA, KEISUKE
  • NISHI, NORIYUKI
  • ISOBE, TAKEHIKO

Assignees

  • 三菱瓦斯化学株式会社

Dates

Publication Date
20260507
Application Date
20251027
Priority Date
20241030

Claims (11)

  1. A polycarbonate resin comprising a constituent unit (A) derived from a compound represented by the following general formula (1) and a constituent unit (B) derived from a compound represented by the following general formula (2): [In general formula (1), m and n each independently represent integers from 0 to 5.] [In general formula (2), R a and R b each independently represent an alkylene group having 1 to 8 carbon atoms, which may have substituents; x1 and x2 each independently represent integers between 0 and 10; R1 to R4 each independently represent a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom, or each may have substituents, such as a C1-C20 alkyl group, a C6-C12 aryl group, a C2-C12 alkenyl group, a C1-C5 alkoxy group, or a C7-C17 aralkyl group; X represents a single bond, -O-, -S-, -SO-, -SO₂- , -CO-, or a divalent group represented by any of the following general formulas (3) to (8): (In general formula (3), R8 to R17 each independently represent a hydrogen atom or a C1 to C3 alkyl group which may have substituents; In general formulas (4) to (8), R 18 and R 19 each independently represent a hydrogen atom, a halogen atom, an optionally substituted C1-C20 alkyl group, an optionally substituted C1-C5 alkoxy group, an optionally substituted C6-C12 aryl group, an optionally substituted C7-C17 aralkyl group, or an optionally substituted C2-C15 alkenyl group, where R 18 and R 19 may be linked to each other to form an optionally substituted C3-C20 carbon ring or a C1-C20 heterocycle; R 20 represents an alkylene group having 1 to 9 carbon atoms, which may have substituents. c represents an integer between 1 and 20. (where d represents an integer between 1 and 500).
  2. The polycarbonate resin according to claim 1, wherein the molar ratio [(A)/(B)] of the constituent unit (A) to the constituent unit (B) in the polycarbonate resin is 0.01/99.99 to 99.99/0.01.
  3. The polycarbonate resin according to claim 1 or 2, wherein m and n in the compound represented by the general formula (1) are both 1.
  4. The polycarbonate resin according to any one of claims 1 to 3, wherein the compound represented by the general formula (2) is one or more selected from the group consisting of compounds represented by the following formulas (9) to (21).
  5. The polycarbonate resin according to claim 4, wherein the compound represented by the general formula (2) is the compound represented by formula (9) and/or the compound represented by formula (13).
  6. The polycarbonate resin according to any one of claims 1 to 5, wherein the weight-average molecular weight (Mw) of the polycarbonate resin is 10,000 to 100,000.
  7. The polycarbonate resin according to any one of claims 1 to 6, wherein the glass transition temperature (Tg) of the polycarbonate resin is 0 to 200°C.
  8. The polycarbonate resin according to any one of claims 1 to 7, wherein the compound represented by the general formula (1) is a biomass-derived compound.
  9. A resin composition comprising the polycarbonate resin described in any one of claims 1 to 8.
  10. A molded article comprising the polycarbonate resin described in any one of claims 1 to 8.
  11. Polycarbonate resin consisting of constituent units (A) derived from the compound represented by the following general formula (1): [In general formula (1), m and n are each independent integers between 0 and 5.]

Description

Polycarbonate resin, resin composition containing the same, and molded articles This invention relates to polycarbonate resin, resin compositions containing the same, and molded articles. Resins are used in a variety of applications, but polycarbonate resin, in particular, is widely used in electrical and electronic equipment, office automation equipment, optical media, automotive parts, and building materials due to its excellent mechanical strength, heat resistance, electrical properties, dimensional stability, flame retardancy, and transparency. In recent years, with growing concern for environmental issues, there has been a movement to manufacture resins using environmentally friendly raw materials. For example, biomass-derived raw materials with properties such as biodegradability and renewable potential are attracting attention as environmentally friendly raw materials, and attempts are being made to manufacture resins using these as monomers (for example, Patent Documents 1 and 2). The embodiments of the present invention will be described in detail below. According to one embodiment, the polycarbonate resin of the present invention comprises a constituent unit (A) derived from a compound represented by the following general formula (1) and a constituent unit (B) derived from a compound represented by the following general formula (2): [In general formula (1), m and n each independently represent integers from 0 to 5.] [In general formula (2), R a and R b each independently represent an alkylene group having 1 to 8 carbon atoms, which may have substituents; x1 and x2 each independently represent integers between 0 and 10; R1 to R4 each independently represent a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom, or each may have substituents, such as a C1-C20 alkyl group, a C6-C12 aryl group, a C2-C12 alkenyl group, a C1-C5 alkoxy group, or a C7-C17 aralkyl group; X represents a single bond, -O-, -S-, -SO-, -SO₂- , -CO-, or a divalent group represented by any of the following general formulas (3) to (8): (In general formula (3), R8 to R17 each independently represent a hydrogen atom or a C1 to C3 alkyl group which may have substituents; In general formulas (4) to (8), R 18 and R 19 each independently represent a hydrogen atom, a halogen atom, an optionally substituted C1-C20 alkyl group, an optionally substituted C1-C5 alkoxy group, an optionally substituted C6-C12 aryl group, an optionally substituted C7-C17 aralkyl group, or an optionally substituted C2-C15 alkenyl group, where R 18 and R 19 may be linked to each other to form an optionally substituted C3-C20 carbon ring or a C1-C20 heterocycle; R 20 represents an alkylene group having 1 to 9 carbon atoms, which may have substituents. c represents an integer between 1 and 20. (where d represents an integer between 1 and 500). The compound represented by the above general formula (1) is a biomass-derived compound and possesses environmentally desirable properties such as biodegradability and renewability. It has been found that polymerizing a material containing this compound to form a polycarbonate resin yields excellent properties, including low oxygen and water vapor permeability. Furthermore, because the glass transition temperature (Tg) is relatively low, the energy required during molding can be reduced, thus also reducing the environmental burden. In addition to the compound represented by general formula (1), for example, the compound represented by general formula (2) can be used as a monomer. Further using the compound represented by general formula (2) to form a copolymer increases the glass transition temperature (Tg), thus allowing for the acquisition of a polycarbonate resin with a practically desirable Tg while reducing the environmental burden. The following describes in detail the components, manufacturing method, physical properties, and applications of the polycarbonate resin material according to the embodiment. [1] Polycarbonate resin (i) Constituent unit (A) derived from the compound represented by general formula (1) The polycarbonate resin according to this embodiment includes a constituent unit (A) derived from a compound represented by the following general formula (1). In general formula (1), m and n each independently represent integers from 0 to 5. Preferably, m and n are each independently integers from 0 to 3, more preferably integers from 0 to 2, and particularly preferably both m and n are 1. The compound represented by general formula (1) may further have substituents, and such substituents include, but are not limited to, halogen atoms, cyano groups, C1-C20 alkyl groups, C6-C12 aryl groups, C2-C12 alkenyl groups, C1-C5 alkoxy groups, and C7-C17 aralkyl groups . The polycarbonate resin may contain only the constituent units derived from the compound represented by the general formula (1) above. That is, according to one embodiment, a polycarbonate resin consisting of constituent un