CN-121986130-A - Copolycarbonate resin, polycarbonate resin composition, molded article, and XR projector

Abstract

A copolymerized polycarbonate resin comprising a repeating unit (X) represented by the following formula (1) and a repeating unit (Y) represented by the following formula (2), wherein the copolymerized polycarbonate resin comprises 66-83% by mass of the repeating unit (X) represented by the following formula (1) in 100% by mass. (in the formula (1), R 1 and R 2 each independently represent a hydrogen atom or a methyl group) (in the formula (2), R 3 ～R 6 each independently represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, or a group having 6 to 12 carbon atoms including an aryl group, and W represents at least one selected from a single bond, an oxygen atom, a sulfur atom, and a divalent organic group.)

Inventors

• Koshi Yukinori
• ITO WAKANA
• Fuda Shohei
• IRIE YASUYUKI
• Ju Di Daye

Assignees

• 三菱化学株式会社

Dates

Publication Date

20260505

Application Date

20241011

Priority Date

20231013

Claims (20)

1. 1. A copolymerized polycarbonate resin comprising a repeating unit (X) represented by the following formula (1) and a repeating unit (Y) represented by the following formula (2), wherein the copolymerized polycarbonate resin comprises, in 100 mass%, 66 to 83 mass% of the repeating unit (X) represented by the following formula (1), [ Chemical formula 1] In the formula (1), R 1 and R 2 each independently represent a hydrogen atom or a methyl group, [ Chemical formula 2] In the formula (2), R 3 ～R 6 is independently a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, or a group having 6 to 12 carbon atoms including an aryl group, and W represents at least one selected from a single bond, an oxygen atom, a sulfur atom, a sulfinyl group, a sulfonyl group, and a divalent organic group.
2. 2. The copolycarbonate resin according to claim 1, wherein, The copolymerized polycarbonate resin contains 17 to 34 mass% of the repeating unit (Y) represented by the formula (2).
3. 3. The copolycarbonate resin according to claim 1, wherein, The repeating unit (Y) represented by the formula (2) is a repeating unit (Z) represented by the following formula (3), [ Chemical formula 3] In formula (3), R 7 and R 8 each independently represent a hydrogen atom or a methyl group.
4. 4. The copolycarbonate resin according to claim 1, wherein, In the formula (1), R 1 and R 2 are hydrogen atoms.
5. 5. The copolycarbonate resin according to claim 1, wherein, In the formula (2), R 3 ～R 6 is all hydrogen atoms.
6. 6. The copolycarbonate resin according to claim 3, wherein, In the formula (3), R 7 and R 8 are hydrogen atoms.
7. 7. The copolycarbonate resin according to claim 1, wherein, The viscosity average molecular weight Mv is 14500 or more.
8. 8. The copolycarbonate resin according to claim 1, wherein, The viscosity average molecular weight Mv is 20000 or less.
9. 9. The copolycarbonate resin according to claim 1, wherein, The amount of terminal hydroxyl groups measured by a colorimetric quantitative method using a titanium tetrachloride/acetic acid method is 200 to 1000ppm.
10. 10. The copolycarbonate resin according to claim 1, wherein, The refractive index nD is greater than 1.622.
11. 11. The copolycarbonate resin according to claim 1, wherein, The total light transmittance measured by the following compatibility test with bisphenol A type polycarbonate resin is 85% or more, Compatibility test with bisphenol A polycarbonate resin: Dissolving 0.5g of a copolymerized polycarbonate resin and 0.5g of a bisphenol A type polycarbonate resin, which has a viscosity average molecular weight Mv of 21000, with 5mL of methylene chloride, drying the solution at normal temperature for 24 hours, preheating for 1 to 3 minutes at a hot pressing temperature of 210 to 220 ℃ by a hot press, pressurizing for 1 minute under a pressure of 10MPa, taking out the copolymer along with a spacer, and cooling at room temperature to prepare a film having a thickness of 500 μm, The film was measured for total light transmittance in% by means of a model COH7700 spectrocolorimeter, manufactured by Nippon electric Co., ltd., in accordance with ISO 13468-1.
12. 12. The copolycarbonate resin according to claim 1, wherein, Haze of 20% or less as measured by the following compatibility test with bisphenol A type polycarbonate resin, Compatibility test with bisphenol A polycarbonate resin: Dissolving 0.5g of a copolymerized polycarbonate resin and 0.5g of a bisphenol A type polycarbonate resin, which has a viscosity average molecular weight Mv of 21000, with 5mL of methylene chloride, drying the solution at normal temperature for 24 hours, preheating for 1 to 3 minutes at a hot pressing temperature of 210 to 220 ℃ by a hot press, pressurizing for 1 minute under a pressure of 10MPa, taking out the copolymer along with a spacer, and cooling at room temperature to prepare a film having a thickness of 500 μm, The film was measured for haze in% according to ISO 13468-1 using a model COH7700 spectrocolorimeter from Nippon Denshoku Co.
13. 13. The copolycarbonate resin according to claim 1, wherein, The notched Izod has a value of 45J/m or greater as determined by the method according to ASTM D256.
14. 14. A polycarbonate resin composition comprising the copolymerized polycarbonate resin of claim 1.
15. 15. The polycarbonate resin composition according to claim 12, wherein, The polycarbonate resin composition contains any one or more of the group consisting of an antioxidant, a mold release agent and an ultraviolet absorber.
16. 16. The polycarbonate resin composition according to claim 12, wherein, The polycarbonate resin composition includes a different polycarbonate resin than the copolymerized polycarbonate resin.
17. 17. A molded article obtained using the copolymerized polycarbonate resin according to any one of claims 1 to 13 or the polycarbonate resin composition according to any one of claims 14 to 16.
18. 18. An injection molded article obtained using the copolymerized polycarbonate resin according to any one of claims 1 to 13 or the polycarbonate resin composition according to any one of claims 14 to 16.
19. 19. An extrusion molded article obtained using the copolymerized polycarbonate resin according to any one of claims 1 to 13 or the polycarbonate resin composition according to any one of claims 14 to 16.
20. 20. An XR projector obtained by using the copolycarbonate resin according to any one of claims 1 to 13 or the polycarbonate resin composition according to any one of claims 14 to 16.

Description

Copolycarbonate resin, polycarbonate resin composition, molded article, and XR projector Technical Field The present invention relates to a copolymerized polycarbonate resin having a high refractive index and excellent in impact resistance and compatibility with general polycarbonate resins, a polycarbonate resin composition containing the copolymerized polycarbonate resin, and a molded article using the copolymerized polycarbonate resin or the polycarbonate resin composition. The present invention also relates to an XR projector having a high refractive index, high impact resistance, and excellent compatibility with general polycarbonate resins. Background Polycarbonate resins are used as molding materials for optical applications because of their excellent transparency, dimensional stability, mechanical properties, and the like. Patent document 1 discloses a polycarbonate resin having a repeating unit of 9, 9-bis (4- (2-hydroxyethoxy) phenyl) fluorene (abbreviated as BPEF) as a high refractive index, low birefringent polycarbonate resin. In the examples of patent document 1, a polycarbonate resin containing only BPEF repeating units is specifically shown. Patent document 2 discloses, as an environmentally-resistant, low-birefringent polycarbonate resin composition, a polycarbonate resin composition comprising a polycarbonate resin (a) containing a repeating unit having 9, 9-bis (4- (2-hydroxyethoxy) phenyl) fluorene (abbreviated as BPEF) and a polycarbonate resin (B) containing a repeating unit having 2, 2-bis (4-hydroxyphenyl) propane (abbreviated as BPA). In the examples of patent document 2, specifically, a polycarbonate resin composition comprising a polycarbonate resin (a) containing only BPEF repeating units and a polycarbonate resin (B) containing only BPA repeating units is shown. Prior art literature Patent literature Patent document 1 Japanese patent laid-open No. 2007-57916 Patent document 2 International publication No. 2010/010703 Disclosure of Invention Problems to be solved by the invention The polycarbonate resin disclosed in patent document 1, which contains only BPEF repeating units, cannot have an increased viscosity average molecular weight and is insufficient in refractive index and strength. In patent document 2, in order to improve the problem of the polycarbonate resin containing only BPEF repeating units, a resin composition comprising a polycarbonate resin (a) containing only BPEF repeating units and a polycarbonate resin (B) containing only BPA repeating units is used, but the compatibility between the polycarbonate resin (a) containing only BPEF repeating units and a general polycarbonate resin such as a polycarbonate resin (B) containing only BPA repeating units is poor, and the transparency is poor due to the poor compatibility, as shown in comparative example 1 described later. On the other hand, in view of recycling of waste and the like of polycarbonate resin products, since a general polycarbonate resin product is often composed of bisphenol a type polycarbonate resin, it is desired that the compatibility with a general polycarbonate resin such as bisphenol a type polycarbonate resin is excellent. That is, in a polycarbonate resin having poor compatibility with a general polycarbonate resin such as a bisphenol a type polycarbonate resin, for example, in the case of recovering a film laminated with a bisphenol a type polycarbonate resin layer, physical properties such as transparency of the recovered resin are impaired due to the poor compatibility. Therefore, it is desired that the compatibility with general polycarbonate resins such as bisphenol a type polycarbonate resins is excellent. The present invention has been made in view of the above-described problems, and an object thereof is to provide a copolymerized polycarbonate resin having a high refractive index and excellent in impact resistance and compatibility with general polycarbonate resins, a polycarbonate resin composition containing the copolymerized polycarbonate resin, and a molded article using the copolymerized polycarbonate resin or the polycarbonate resin composition. Another problem of the present invention is to provide an XR projector having a high refractive index, high impact resistance, and excellent compatibility with general polycarbonate resins. Solution for solving the problem As a result of intensive studies to solve the above problems, the present inventors have found that a copolymerized polycarbonate resin having a specific repeating unit in a specific amount, a polycarbonate resin composition comprising the copolymerized polycarbonate resin, and a molded article using the copolymerized polycarbonate resin or the polycarbonate resin composition using the copolymerized polycarbonate resin have a high refractive index and excellent impact resistance and compatibility with a general polycarbonate resin, and have completed the present invention. Further, it has been found that a projection body