Polycarbonate resin and its manufacturing method

Abstract

The present specification relates to a polycarbonate resin having a high shear viscosity of 10 Pa·s to 260 Pa·s at 250°C.

Description

[Technical Field]

[0001] This application claims the benefit of the filing date of Korean Patent Application No. 10-2022-0107093 filed with the Korean Intellectual Property Office on August 25, 2022, and Korean Patent Application Nos. 10-2022-0155556, 10-2022-0155560, 10-2022-0155561, and 10-2022-0155562 filed with the Korean Intellectual Property Office on November 18, 2022, the entire contents of which are incorporated herein by reference.

[0002] The present specification relates to a polycarbonate resin and a method for producing the same. [Background technology]

[0003] Optical glass or optical resin is used as an optical material for plastic optical products such as various lenses, prisms, optical disk substrates, optical fibers, and optical films. Optical glass has excellent heat resistance, transparency, dimensional stability, and chemical resistance, but has problems such as high material costs, poor moldability, and low productivity.

[0004] On the other hand, optical materials containing optical resins can be mass-produced by injection molding. Examples of optical resins that are used include polycarbonate resins, polyester resins, and polyester-carbonate resins.

[0005] However, the optical resins have drawbacks such as insufficient fluidity and poor processability. Therefore, it may be difficult to apply them to injection molding of articles that require the aforementioned precision. In order to apply the resins to injection molding, the molding temperature and mold temperature must be increased, which lengthens the molding cycle, increases molding costs, or causes deterioration of the resin and color during molding.

[0006] To solve this problem, methods for improving the fluidity of resins during molding of optical materials include lowering the viscosity or weight average molecular weight, adding low molecular weight oligomers, and broadening the molecular weight distribution, but these methods tend to reduce the excellent physical properties that resins inherently possess, such as heat resistance and impact resistance.

[0007] Therefore, efforts are ongoing to improve the processability of resins while still maintaining their advantages. Summary of the Invention [Problem to be solved by the invention]

[0008] An object of one embodiment of the present specification is to provide a polycarbonate resin and a method for producing the same.

[0009] Another object of one embodiment of the present specification is to provide a polycarbonate resin composition containing the above-mentioned polycarbonate resin, and a molded article produced from the polycarbonate resin composition. [Means for solving the problem]

[0010] One embodiment of the present specification provides a polycarbonate resin having a high shear viscosity of 10 Pa·s to 260 Pa·s at 250°C.

[0011] One embodiment of the present disclosure provides a polycarbonate resin comprising first units of Chemical Formula 1 below; second units of Chemical Formula 2 below; and third units of Chemical Formula 3 below. [ka] In the above Chemical Formula 1, X1 to X4 are the same or different and each independently represents O or S; R1 to R4 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted fused ring group of an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring; or a substituted or unsubstituted heteroaryl group; Z1 and Z2 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; R and R are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, or are bonded to each other to form a substituted or unsubstituted hydrocarbon ring; R101 and R102 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; r101 is 1 or 2, and when r101 is 2, the two R101 are the same or different from each other; r102 is 1 or 2, and when r102 is 2, the two R102 are the same or different from each other; m and n are each an integer of 0 to 6, p is an integer from 1 to 6; When m, n, and p are each 2 or more, the structures in the parentheses are the same or different from each other, * indicates the site connected to the main chain of the resin. [ka] In the above Chemical Formula 2, X5 to X8 are the same or different and each independently represents O or S; L1 and L2 are the same or different and each independently represent a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroarylene group; R13 and R14 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, or are bonded to adjacent groups to form a substituted or unsubstituted hydrocarbon ring; Z3 and Z4 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; m' and n' are each an integer of 0 to 6, p' is an integer from 1 to 6, r13 and r14 are each an integer of 1 to 4, When r13, r14, m', n', and p' are each 2 or more, the structures in the 2 or more brackets are the same or different from each other, * indicates the site connected to the main chain of the resin. [ka] In the above Chemical Formula 3, X9 to X12 are the same or different and each independently represents O or S; Z5 and Z6 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; R15 and R16 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, or are bonded to adjacent groups to form a substituted or unsubstituted hydrocarbon ring; m'' and n'' are each an integer from 0 to 6; p'' is an integer from 1 to 6; r15 and r16 are each an integer of 1 to 6, When r15, r16, m'', n'', and p'' are each 2 or more, the structures in the 2 or more brackets are the same or different from each other, * indicates the site connected to the main chain of the resin.

[0012] Another embodiment of the present specification provides a method for producing a polycarbonate resin, comprising the step of polymerizing a composition for producing a polycarbonate resin, the composition comprising: a compound represented by the following chemical formula 1a; a compound represented by the following chemical formula 2a; a compound represented by the following chemical formula 3a; and a polycarbonate precursor, wherein the polycarbonate resin has a high shear viscosity of 10 Pa·s to 260 Pa·s at 250°C: [ka] In the above chemical formula 1a, X1 to X4 are the same or different and each independently represents O or S; R1 to R4 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted fused ring group of an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring; or a substituted or unsubstituted heteroaryl group; Z1 and Z2 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; R and R are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, or are bonded to each other to form a substituted or unsubstituted hydrocarbon ring; R101 and R102 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; r101 is 1 or 2, and when r101 is 2, the two R101 are the same or different from each other; r102 is 1 or 2, and when r102 is 2, the two R102 are the same or different from each other; m and n are each an integer of 0 to 6, When m and n are each 2 or more, the structures in the two or more parentheses may be the same or different from each other, [ka] In the above chemical formulas 2a and 3a, X5 to X12 are the same or different and each independently represents O or S; L1 and L2 are the same or different and each independently represent a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroarylene group; Z3 to Z6 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; R13 to R16 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, or are bonded to adjacent groups to form a substituted or unsubstituted hydrocarbon ring; r13 and r14 are each an integer of 1 to 4, r15 and r16 are each an integer of 1 to 6, m', m'', n', and n'' are each an integer from 0 to 6; When each of r13 to r16, m', m'', n', and n'' is 2 or more, the structures in the 2 or more brackets are the same or different.

[0013] Another embodiment of the present invention provides a polycarbonate resin composition comprising a polycarbonate resin according to the above-described embodiment.

[0014] Another embodiment of the present specification provides a molded article comprising the polycarbonate resin composition according to the above-described embodiment. [Effects of the Invention]

[0015] The polycarbonate resin according to one embodiment of the present specification satisfies the high shear viscosity described above and has a lower viscosity than resins, so that the molecular relaxation time is short, the cooling time in an injection mold is fast, and the processability is excellent.

[0016] By using the polycarbonate resin according to one embodiment of the present specification, it is possible to obtain an excellent optical lens, optical film, optical thin film, optical resin, optical fiber, or LED encap with a small thickness. DETAILED DESCRIPTION OF THE INVENTION

[0017] The present specification will be explained in more detail below.

[0018] The polycarbonate resin according to one embodiment of the present specification has a high shear viscosity of 10 Pa·s to 260 Pa·s at 250°C, which reduces the processing load, thereby reducing phenomena such as weld lines, cracks, warpage, and birefringence during injection molding.

[0019] The high shear viscosity according to one embodiment of the present specification is measured using a hybrid rheometer (discovery (HR-2)) at normal pressure, room temperature to 320°C, and 0.1 Hz to 100 Hz.

[0020] According to one embodiment of the present specification, the high shear viscosity of the polycarbonate resin is 10 Pa·s to 260 Pa·s at 250°C, preferably 30 Pa·s to 260 Pa·s, more preferably 50 Pa·s to 260 Pa·s, and even more preferably 81.9 Pa·s to 258 Pa·s.

[0021] In this specification, the term "room temperature" is the same as defined in the art, and generally refers to the temperature of a laboratory, research lab, etc., and refers to the temperature when an experiment is conducted without specifying or controlling the temperature, or when samples and materials are left in a room, and in the art it means 15°C to 25°C.

[0022] In this specification, the normal pressure is the same as that defined in the art, and generally means a pressure of about 1 atmosphere, such as normal atmospheric pressure.

[0023] In this specification, when a part "comprises" a certain component, this does not mean that it excludes other components, but that it may further include other components, unless otherwise specified.

[0024] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by those skilled in the art to which this invention belongs. Methods and materials similar or equivalent to those described herein may be used in the practice or testing of embodiments of the present invention, and suitable methods and materials are described below. All publications, patent applications, patents, and other references mentioned herein are incorporated by reference in their entirety, and in the event of any conflict, the present invention, including definitions, shall prevail unless a specific passage is mentioned. It should be noted that the materials, methods, and examples are merely illustrative and not limiting.

[0025] According to one embodiment of the present specification, the high shear viscosity of the polycarbonate resin is 10 Pa·s to 260 Pa·s at 10 Hz or 63 Hz.

[0026] According to one embodiment of the present specification, the high shear viscosity of the polycarbonate resin is 10 Pa·s to 260 Pa·s at 10 Hz.

[0027] According to one embodiment of the present specification, the high shear viscosity of the polycarbonate resin is 10 Pa·s to 260 Pa·s at 63 Hz.

[0028] According to one embodiment of the present specification, the high shear viscosity of the polycarbonate resin is 10 Pa·s to 260 Pa·s at one or more of 250°C, 10 Hz and 250°C, 63 Hz.

[0029] According to one embodiment of the present specification, the high shear viscosity of the polycarbonate resin is 10 Pa·s to 260 Pa·s at 250°C, 10 Hz and / or 250°C, 63 Hz.

[0030] According to one embodiment of the present specification, the high shear viscosity of the polycarbonate resin is 10 Pa·s to 260 Pa·s at 250°C, 10 Hz and at 250°C, 63 Hz.

[0031] According to one embodiment of the present specification, the polycarbonate resin has a high shear viscosity of 10 Pa·s to 260 Pa·s at 250°C, 10 Hz or 250°C, 63 Hz.

[0032] According to one embodiment of the present specification, the high shear viscosity of the polycarbonate resin is 10 Pa·s to 260 Pa·s at 250° C. and 10 Hz.

[0033] According to one embodiment of the present specification, the polycarbonate resin has a high shear viscosity of 10 Pa·s to 260 Pa·s at 250° C. and 63 Hz.

[0034] In this specification, when the polycarbonate resin has the high shear viscosity described above at the above frequency, it has the advantage of being easy to process due to excellent fluidity when processing a thermoplastic polymer using extrusion / injection.

[0035] According to one embodiment of the present specification, the high shear viscosity of the polycarbonate resin is 10 Pa·s to 260 Pa·s at one or more of 250°C, 10 Hz and 250°C, 63 Hz, preferably 30 Pa·s to 260 Pa·s, more preferably 50 Pa·s to 260 Pa·s, and even more preferably 81.9 Pa·s to 258 Pa·s.

[0036] According to one embodiment of the present specification, the high shear viscosity of the polycarbonate resin is 10 Pa·s to 260 Pa·s at 250°C, 10 Hz and / or 250°C, 63 Hz, preferably 30 Pa·s to 260 Pa·s, more preferably 50 Pa·s to 260 Pa·s, and even more preferably 81.9 Pa·s to 258 Pa·s.

[0037] According to one embodiment of the present specification, the high shear viscosity of the polycarbonate resin is 10 Pa·s to 260 Pa·s at 250°C, 10 Hz and 250°C, 63 Hz, preferably 30 Pa·s to 260 Pa·s, more preferably 50 Pa·s to 260 Pa·s, and even more preferably 81.9 Pa·s to 258 Pa·s.

[0038] According to one embodiment of the present specification, the high shear viscosity of the polycarbonate resin is 10 Pa·s to 260 Pa·s at 250°C, 10 Hz or 250°C, 63 Hz, preferably 30 Pa·s to 260 Pa·s, more preferably 50 Pa·s to 260 Pa·s, and even more preferably 81.9 Pa·s to 258 Pa·s.

[0039] According to one embodiment of the present specification, the polycarbonate resin has a melt index (MI) of 150 or less. Specifically, it is 5 to 150. More specifically, it is 20 to 70, or 25 to 68. The MI can be measured by a method used in the art, specifically, using a Goettfert Melt Indexer (Mi2.2). A sample is dried in an oven at 120°C for 5 hours or more, and the dried sample is placed in the instrument at a measurement temperature of 260°C and melted for 5 minutes. The weight of the sample passing through the nozzle for 5 seconds when a pressure of 2.16 kg is applied is measured, and the weight is converted to g / 10 min to calculate the Melt Index (MI).

[0040] One embodiment of the present specification provides a polycarbonate resin comprising: a first unit of Chemical Formula 1; a second unit of Chemical Formula 2; and a third unit of Chemical Formula 3.

[0041] According to one embodiment of the present specification, the polycarbonate resin includes a first unit of the following Chemical Formula 1; a second unit of the following Chemical Formula 2; and a third unit of the following Chemical Formula 3. [ka] In the above Chemical Formula 1, X1 to X4 are the same or different and each independently represents O or S; R1 to R4 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted fused ring group of an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring; or a substituted or unsubstituted heteroaryl group; Z1 and Z2 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; R and R are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, or are bonded to each other to form a substituted or unsubstituted hydrocarbon ring; R101 and R102 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; r101 is 1 or 2, and when r101 is 2, the two R101 are the same or different from each other; r102 is 1 or 2, and when r102 is 2, the two R102 are the same or different from each other; m and n are each an integer of 0 to 6, p is an integer from 1 to 6; When m, n, and p are each 2 or more, the structures in the parentheses are the same or different from each other, * indicates the site connected to the main chain of the resin. [ka] In the above Chemical Formula 2, X5 to X8 are the same or different and each independently represents O or S; L1 and L2 are the same or different and each independently represent a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroarylene group; R13 and R14 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, or are bonded to adjacent groups to form a substituted or unsubstituted hydrocarbon ring; Z3 and Z4 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; m' and n' are each an integer of 0 to 6, p' is an integer from 1 to 6, r13 and r14 are each an integer of 1 to 4, When r13, r14, m', n', and p' are each 2 or more, the structures in the 2 or more brackets are the same or different from each other, * indicates the site connected to the main chain of the resin. [ka] In the above Chemical Formula 3, X9 to X12 are the same or different and each independently represents O or S; Z5 and Z6 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; R15 and R16 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, or are bonded to adjacent groups to form a substituted or unsubstituted hydrocarbon ring; m'' and n'' are each an integer from 0 to 6; p'' is an integer from 1 to 6; r15 and r16 are each an integer of 1 to 6, When r15, r16, m'', n'', and p'' are each 2 or more, the structures in the 2 or more brackets are the same or different from each other, * indicates the site connected to the main chain of the resin.

[0042] When the polycarbonate resin contains the first unit of Chemical Formula 1, it contains an isopropylidene group, which is relatively small compared to larger substituents such as fluorene, and therefore the processability of the polycarbonate resin is excellent and the probability of processing defects is reduced.

[0043] According to one embodiment of the present specification, the polycarbonate resin comprises two or more second units of Chemical Formula 2.

[0044] According to one embodiment of the present specification, the polycarbonate resin contains two or more second units of Chemical Formula 2.

[0045] According to one embodiment of the present specification, there is provided a polycarbonate resin comprising a first unit of Chemical Formula 1; two or more second units of Chemical Formula 2; and a third unit of Chemical Formula 3.

[0046] According to one embodiment of the present specification, in the polycarbonate resin, the Chemical Formula 2 and the Chemical Formula 3 can complement the glass transition temperature (Tg) of the first unit of the Chemical Formula 1 or can make the chain behavior of the first unit of the Chemical Formula 1 flexible, which has a technical effect advantageous for injection processing of molded articles.

[0047] In one embodiment of the present specification, the weight-average molecular weight of the polycarbonate resin is 3,000 g / mol to 500,000 g / mol, preferably 5,000 g / mol to 300,000 g / mol, 7,000 g / mol to 250,000 g / mol, or 8,000 g / mol to 200,000 g / mol, more preferably 9,000 g / mol to 150,000 g / mol, 10,000 g / mol to 100,000 g / mol, 12,000 g / mol to 80,000 g / mol, or 13,000 g / mol to 60,000 g / mol.

[0048] In one embodiment of the present invention, the number average molecular weight of the polycarbonate resin is 2,000 g / mol to 300,000 g / mol, 3,000 g / mol to 200,000 g / mol, 4,000 g / mol to 150,000 g / mol, 4,500 g / mol to 100,000 g / mol, preferably 5,000 g / mol to 80,000 g / mol.

[0049] When the polycarbonate resin satisfies the above-mentioned ranges of weight average molecular weight and number average molecular weight, the polycarbonate resin can have optimal fluidity and processability.

[0050] The weight-average molecular weight (Mw) of polycarbonate resins and oligomers used in their production can be measured by gel permeation chromatography (GPC) using an Agilent 1200 series instrument with a polystyrene standard (PS standard). Specifically, measurements can be performed using an Agilent 1200 series instrument with a Polymer Laboratories PLgel MIX-B 300 mm column at a measurement temperature of 40°C, tetrahydrofuran (THF) as the solvent, and a flow rate of 1 mL / min. Polycarbonate resin or oligomer samples are prepared to a concentration of 10 mg / 10 mL and then added in 10 μL amounts. The weight-average molecular weight (Mw) values ​​are derived using a calibration curve formed using polystyrene standards. In this case, nine types of polystyrene standards with molecular weights (g / mol) of 2,000 / 10,000 / 30,000 / 70,000 / 200,000 / 700,000 / 2,000,000 / 4,000,000 / 10,000,000 are used.

[0051] According to one embodiment of the present specification, the refractive index of the polycarbonate resin is 1.6 to 1.8 at 587 nm. The refractive index may be preferably 1.6 to 1.75, more preferably 1.6 to 1.72. When the resin satisfies the above refractive index, it is possible to produce a thin and lightweight optical lens when it is applied to a molded product such as an optical lens.

[0052] In one embodiment of the present specification, the Abbe number of the polycarbonate resin measured and calculated at wavelengths of 486, 587, and 656 nm may be 5 to 45, preferably 10 to 25.

[0053] When the polycarbonate resin satisfies the above-mentioned Abbe number range, when the resin is applied to a molded product such as an optical lens, dispersion is reduced and clarity is improved.

[0054] Specifically, the Abbe number is the refractive index (n D , n F , n C ) are measured, and the Abbe number can be calculated using the following formula: Abbe number = (n D -1) / (n F -n C )

[0055] The refractive index and Abbe number can be measured using a film prepared by spin-coating a solution prepared by dissolving the resin in a solvent onto a silicon wafer. The coated film can be measured at 20°C using an ellipsometer to obtain results according to the wavelength of light. The spin-coating may be performed at a rotation speed of 150 rpm to 300 rpm, and the coated film may have a thickness of 5 μm to 20 μm. The silicon wafer is not particularly limited, and any suitable wafer may be used as long as it allows measurement of the refractive index and Abbe number of the resin composition according to the present specification. The solvent may be dimethylacetamide or 1,2-dichlorobenzene, and the solution may be prepared by dissolving the resin sample in a 10 wt % solution based on the total weight of the solution.

[0056] In one embodiment of the present specification, the glass transition temperature (Tg) of the polycarbonate resin may be 90°C to 200°C, preferably 100°C to 190°C, 120°C to 170°C, or 130°C to 160°C.

[0057] When the polycarbonate resin satisfies the above-mentioned glass transition temperature range, it has excellent heat resistance and injectability, and when it is mixed with a resin having a glass transition temperature different from the above-mentioned range to prepare a polycarbonate resin composition, it is easy to control the glass transition temperature, and the physical properties targeted in this specification can be satisfied.

[0058] The glass transition temperature (Tg) can be measured using a differential scanning calorimeter (DSC). Specifically, the glass transition temperature can be measured from a graph obtained by heating 5.5 mg to 8.5 mg of the polycarbonate resin sample to 270°C in a nitrogen atmosphere, cooling it, and then heating it for the second time at a heating rate of 10°C / min while scanning.

[0059] According to one embodiment of the present specification, the chemical formula 2 is the following chemical formula 2-1 or 2-2.

[0060] According to one embodiment of the present specification, the chemical formula 2 is one or more of the following chemical formulas 2-1 and 2-2. [ka] In the above chemical formulas 2-1 and 2-2, *, X5 to X8, Z3, Z4, R13, r13, R14, r14, n', m', and p' are defined as in Chemical Formula 2 above, R23 to R28 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; r23 to r26 are integers from 1 to 3, r27 and r28 are each an integer of 1 to 4, When each of r23 to r28 is 2 or more, the structures in the 2 or more parentheses are the same or different.

[0061] According to one embodiment of the present specification, the polycarbonate resin comprises two or more second units of Chemical Formula 2.

[0062] According to one embodiment of the present specification, the second unit includes the chemical formula 2-1 or 2-2.

[0063] According to one embodiment of the present specification, the second unit includes the chemical formulas 2-1 and 2-2.

[0064] According to one embodiment of the present specification, the polycarbonate resin comprises a first unit of the chemical formula 1; a second unit of the chemical formula 2-1; and a third unit of the chemical formula 3.

[0065] According to one embodiment of the present specification, the polycarbonate resin comprises a first unit of the chemical formula 1; a second unit of the chemical formula 2-2; and a third unit of the chemical formula 3.

[0066] According to one embodiment of the present specification, the polycarbonate resin comprises a first unit of the chemical formula 1; a second unit of the chemical formula 2-1 and the chemical formula 2-2; and a third unit of the chemical formula 3.

[0067] According to one embodiment of the present specification, there is provided a polycarbonate resin comprising: a first unit of Chemical Formula 1; a second unit of Chemical Formula 2-1; and a third unit of Chemical Formula 3.

[0068] According to one embodiment of the present specification, there is provided a polycarbonate resin comprising: a first unit of Chemical Formula 1; a second unit of Chemical Formula 2-2; and a third unit of Chemical Formula 3.

[0069] One embodiment of the present specification provides a polycarbonate resin comprising: a first unit of Chemical Formula 1; a second unit of Chemical Formula 2-1 and Chemical Formula 2-2; and a third unit of Chemical Formula 3.

[0070] In this specification, examples of the substituents are described below, but are not limited to these.

[0071] In this specification, [ka] means the site to be linked.

[0072] The term "substituted" means that a hydrogen atom bonded to a carbon atom of a compound is replaced with another substituent, and the position of the substitution is not limited as long as it is a position at which a hydrogen atom is substituted, i.e., a position at which a substituent can be substituted, and when two or more substituents are substituted, the two or more substituents may be the same or different.

[0073] As used herein, the term "substituted or unsubstituted" means substituted with one or more substituents selected from the group consisting of deuterium, a halogen group, a hydroxy group, a cyano group, an alkyl group, a cycloalkyl group, an alkoxy group, an alkenyl group, an aryloxy group, an arylthio group, an alkylthio group, a silyl group, an aryl group, and a heteroaryl group, or substituted with a substituent in which two or more of the above-exemplified substituents are linked, or has no substituents.

[0074] In this specification, "two or more substituents are linked" means that a hydrogen atom of any one of the substituents is linked to another substituent. For example, "two substituents are linked" means that a phenyl group and a naphthyl group are linked, [ka] In addition, the linking of three substituents includes not only the linking of (substituent 1)-(substituent 2)-(substituent 3) consecutively, but also the linking of (substituent 1) to (substituent 2) and (substituent 3). For example, a phenyl group, a naphthyl group, and an isopropyl group can be linked together, [ka] The above definitions also apply to the case where four or more substituents are connected.

[0075] As used herein, examples of halogen groups include fluorine, chlorine, bromine, or iodine.

[0076] In this specification, the alkyl group may be a straight chain or a branched chain, and the number of carbon atoms is not particularly limited, but is preferably 1 to 30. Specific examples include, but are not limited to, methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, tert-butyl, sec-butyl, 1-methylbutyl, 1-ethylbutyl, pentyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, heptyl, n-heptyl, 1-methylhexyl, cyclopentylmethyl, cyclohexylmethyl, octyl, n-octyl, tert-octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethylheptyl, 1-ethylpropyl, 1,1-dimethylpropyl, isohexyl, 2-methylpentyl, 4-methylhexyl, 5-methylhexyl, and the like.

[0077] In this specification, the cycloalkyl group is not particularly limited, but preferably has 3 to 30 carbon atoms, and specific examples thereof include cyclopropyl, cyclobutyl, cyclopentyl, 3-methylcyclopentyl, 2,3-dimethylcyclopentyl, cyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 2,3-dimethylcyclohexyl, 3,4,5-trimethylcyclohexyl, 4-tert-butylcyclohexyl, cycloheptyl, cyclooctyl, and adamantyl groups, but are not limited to these.

[0078] In this specification, the alkoxy group may be linear, branched, or cyclic. The number of carbon atoms in the alkoxy group is not particularly limited, but preferably has 1 to 30 carbon atoms. Specific examples include, but are not limited to, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, tert-butoxy, sec-butoxy, n-pentyloxy, neopentyloxy, isopentyloxy, n-hexyloxy, 3,3-dimethylbutyloxy, 2-ethylbutyloxy, n-octyloxy, n-nonyloxy, n-decyloxy, benzyloxy, and p-methylbenzyloxy.

[0079] In this specification, the alkenyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but preferably is 2 to 30. Specific examples include vinyl, 1-propenyl, isopropenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-pentenyl, 2-pentenyl, 3-pentenyl, 3-methyl-1-butenyl, 1,3-butadienyl, allyl, 1-phenylvinyl-1-yl, 2-phenylvinyl-1-yl, 2,2-diphenylvinyl-1-yl, 2-phenyl-2-(naphthyl-1-yl)vinyl-1-yl, 2,2-bis(diphenyl-1-yl)vinyl-1-yl, a stilbenyl group, and a styrenyl group, but are not limited to these.

[0080] In this specification, the aryl group is not particularly limited, but preferably has 6 to 50 carbon atoms, and the aryl group may be monocyclic or polycyclic.

[0081] When the aryl group is a monocyclic aryl group, the number of carbon atoms is not particularly limited, but preferably is 6 to 30. Specific examples of the monocyclic aryl group include, but are not limited to, a phenyl group, a biphenyl group, and a terphenyl group.

[0082] When the aryl group is a polycyclic aryl group, the number of carbon atoms is not particularly limited, but preferably is 10 to 50. Specific examples of the polycyclic aryl group include, but are not limited to, a naphthyl group, an anthracene group, a phenanthrene group, a triphenylene group, a pyrene group, a phenalene group, a perylene group, a chrysene group, and a fluorene group.

[0083] In this specification, the fluorene group may be substituted, and adjacent groups may be bonded to each other to form a ring.

[0084] Examples of the fluorene group include: [ka] These include, but are not limited to:

[0085] As used herein, the term "adjacent" groups may refer to a substituent substituted on an atom directly linked to the atom on which the substituent is substituted, a substituent sterically closest to the substituent, or another substituent substituted on the atom on which the substituent is substituted. For example, two substituents substituted at ortho positions on a benzene ring and two substituents substituted on the same carbon atom on an aliphatic ring can be interpreted as groups "adjacent" to each other.

[0086] In this specification, a heteroaryl group includes one or more non-carbon atoms, i.e., heteroatoms, and specifically, the heteroatoms may include one or more atoms selected from the group consisting of O, N, Se, and S. The number of carbon atoms is not particularly limited, but is preferably 2 to 30, and the heteroaryl group may be monocyclic or polycyclic. Examples of heteroaryl groups include a thiophene group, a furan group, a pyrrole group, an imidazole group, a thiazole group, an oxazole group, an oxadiazole group, a pyridine group, a bipyridine group, a pyrimidine group, a triazine group, an acridine group, a pyridazine group, a pyrazine group, a quinoline group, a quinazoline group, a quinoxaline group, a phthalazine group, a pyridopyrimidine group, a pyridopyrazine group, a pyrazinopyrazine group, an isoquinoline group, an indole group, a carbazole group, a benzoxazole group, a benzimidazole group, a benzothiazole group, a benzocarbazole group, a benzothiophene group, a dibenzothiophene group, a benzofuran group, and a phenanthridine group. Examples of such an alkyl group include, but are not limited to, phenanthridine, phenanthroline, isoxazole, thiadiazole, dibenzofuran, dibenzosilole, phenoxathiine, phenoxazine, phenothiazine, dihydroindenocarbazole, spirofluorenexanthene, spirofluorenethioxanthene, tetrahydronaphthothiophene, tetrahydronaphthofuran, tetrahydrobenzothiophene, and tetrahydrobenzofuran groups.

[0087] In this specification, the silyl group may be an alkylsilyl group, an arylsilyl group, an alkylarylsilyl group, a heteroarylsilyl group, etc. The alkyl group in the alkylsilyl group may be the same as the alkyl group exemplified above, the aryl group in the arylsilyl group may be the same as the aryl group exemplified above, the alkyl group and aryl group in the alkylarylsilyl group may be the same as the alkyl group exemplified above, and the heteroaryl group in the heteroarylsilyl group may be the same as the heteroaryl group exemplified above.

[0088] In this specification, an aryloxy group may be represented by -ORo, and the above description of the aryl group applies to Ro.

[0089] In this specification, an arylthio group may be represented by -SRs1, and the above description of the aryl group applies to Rs1.

[0090] In this specification, an alkylthio group may be represented by -SRs2, and the above description of the alkyl group applies to Rs2.

[0091] In this specification, the alkylene group refers to an alkyl group having two bonding positions, i.e., a divalent group. The above description of the alkyl group may be applied, except that each of these is a divalent group.

[0092] In this specification, a cycloalkylene group refers to a cycloalkyl group having two bonding positions, i.e., a divalent group. The above description of the cycloalkyl group may be applied, except that each of these is a divalent group.

[0093] One embodiment of the present specification provides a method for producing a polycarbonate resin, comprising a step of polymerizing a composition for producing the polycarbonate resin, the composition comprising: a compound represented by the following chemical formula 1a; a compound represented by the following chemical formula 2a; a compound represented by the following chemical formula 3a; and a polycarbonate precursor, wherein the polycarbonate resin has a high shear viscosity of 10 Pa s to 260 Pa s at 250°C: [ka] In the above chemical formula 1a, X1 to X4 are the same or different and each independently represents O or S; R1 to R4 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted fused ring group of an aromatic hydrocarbon ring and an aliphatic hydrocarbon ring; or a substituted or unsubstituted heteroaryl group; Z1 and Z2 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; R and R are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, or are bonded to each other to form a substituted or unsubstituted hydrocarbon ring; R101 and R102 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; r101 is 1 or 2, and when r101 is 2, the two R101 are the same or different from each other; r102 is 1 or 2, and when r102 is 2, the two R102 are the same or different from each other; m and n are each an integer of 0 to 6, When m and n are each 2 or more, the structures in the two or more parentheses may be the same or different from each other, [ka] In the above chemical formulas 2a and 3a, X5 to X12 are the same or different and each independently represents O or S; L1 and L2 are the same or different and each independently represent a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroarylene group; Z3 to Z6 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; R13 to R16 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, or are bonded to adjacent groups to form a substituted or unsubstituted hydrocarbon ring; r13 and r14 are each an integer of 1 to 4, r15 and r16 are each an integer of 1 to 6, m', m'', n', and n'' are each an integer from 0 to 6; When each of r13 to r16, m', m'', n', and n'' is 2 or more, the structures in the 2 or more brackets are the same or different.

[0094] According to one embodiment of the present specification, the chemical formula 2a is the following chemical formula 2a-1 or 2a-2.

[0095] According to one embodiment of the present specification, the chemical formula 2a is one or more of the following chemical formulas 2a-1 and 2a-2. [ka] In the above chemical formulas 2a-1 and 2a-2, The definitions of X5 to X8, Z3, Z4, R13, r13, R14, r14, n', and m' are the same as those in Chemical Formula 2. R23 to R28 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; r23 to r26 are integers from 1 to 3, r27 and r28 are each an integer of 1 to 4, When each of r23 to r28 is 2 or more, the structures in the 2 or more parentheses are the same or different.

[0096] One embodiment of the present specification provides a method for producing a polycarbonate resin, the method comprising the step of polymerizing a composition for producing a polycarbonate resin, the composition comprising: the compound of Chemical Formula 1a; the compound of Chemical Formula 2a-1; the compound of Chemical Formula 3a; and a polycarbonate precursor, wherein the polycarbonate resin has a high shear viscosity of 10 Pa s to 260 Pa s at 250°C.

[0097] One embodiment of the present specification provides a method for producing a polycarbonate resin, the method comprising the step of polymerizing a composition for producing a polycarbonate resin, the composition comprising: the compound of Chemical Formula 1a; the compound of Chemical Formula 2a-2; the compound of Chemical Formula 3a; and a polycarbonate precursor, wherein the polycarbonate resin has a high shear viscosity of 10 Pa s to 260 Pa s at 250°C.

[0098] One embodiment of the present specification provides a method for producing a polycarbonate resin, the method comprising the step of polymerizing a composition for producing a polycarbonate resin, the composition comprising: the compound of Chemical Formula 1a; the compound of Chemical Formula 2a-1; the compound of Chemical Formula 2a-2; the compound of Chemical Formula 3a; and a polycarbonate precursor, wherein the polycarbonate resin has a high shear viscosity of 10 Pa s to 260 Pa s at 250°C.

[0099] One embodiment of the present specification provides a method for producing the polycarbonate resin, comprising polymerizing a composition for producing a polycarbonate resin, the composition comprising: the compound of Chemical Formula 1a; the compound of Chemical Formula 2a; the compound of Chemical Formula 3a; and a polycarbonate precursor.

[0100] One embodiment of the present specification provides a method for producing the polycarbonate resin, comprising polymerizing a composition for producing a polycarbonate resin, the composition comprising: the compound of Chemical Formula 1a; the compound of Chemical Formula 2a-1; the compound of Chemical Formula 3a; and a polycarbonate precursor.

[0101] One embodiment of the present specification provides a method for producing the polycarbonate resin, comprising polymerizing a composition for producing a polycarbonate resin, the composition comprising: the compound of Chemical Formula 1a; the compound of Chemical Formula 2a-2; the compound of Chemical Formula 3a; and a polycarbonate precursor.

[0102] One embodiment of the present specification provides a method for producing the polycarbonate resin, comprising the step of polymerizing a composition for producing a polycarbonate resin, the composition comprising: the compound of Chemical Formula 1a; the compound of Chemical Formula 2a-1; the compound of Chemical Formula 2a-2; the compound of Chemical Formula 3a; and a polycarbonate precursor.

[0103] According to one embodiment of the present specification, X1 is O.

[0104] According to one embodiment of the present specification, X2 is O.

[0105] According to one embodiment of the present specification, X3 is O.

[0106] According to one embodiment of the present specification, X4 is O.

[0107] According to one embodiment of the present specification, X5 is O.

[0108] According to one embodiment of the present specification, X6 is O.

[0109] According to one embodiment of the present specification, X7 is O.

[0110] According to one embodiment of the present specification, X8 is O.

[0111] According to one embodiment of the present specification, X9 is O.

[0112] According to one embodiment of the present specification, X10 is O.

[0113] According to one embodiment of the present specification, X11 is O.

[0114] According to one embodiment of the present specification, X12 is O.

[0115] According to one embodiment of the present specification, X1 is S.

[0116] According to one embodiment of the present specification, X2 is S.

[0117] According to one embodiment of the present specification, X3 is S.

[0118] According to one embodiment of the present specification, X4 is S.

[0119] According to one embodiment of the present specification, X5 is S.

[0120] According to one embodiment of the present specification, X6 is S.

[0121] According to one embodiment of the present specification, X7 is S.

[0122] According to one embodiment of the present specification, X8 is S.

[0123] According to one embodiment of the present specification, X9 is S.

[0124] According to one embodiment of the present specification, X10 is S.

[0125] According to one embodiment of the present specification, X11 is S.

[0126] According to one embodiment of the present specification, X12 is S.

[0127] According to one embodiment of the present specification, Z1 and Z2 are the same or different and each independently represent a linear or branched alkylene group having 1 to 30 carbon atoms.

[0128] According to one embodiment of the present specification, Z1 and Z2 are the same or different and each independently represent a linear or branched alkylene group having 1 to 20 carbon atoms.

[0129] According to one embodiment of the present specification, Z1 and Z2 are the same or different and each independently represent a linear or branched alkylene group having 1 to 10 carbon atoms.

[0130] According to one embodiment of the present specification, Z1 and Z2 are ethylene groups.

[0131] According to one embodiment of the present specification, Z3 and Z4 are the same or different and each independently represent a linear or branched alkylene group having 1 to 30 carbon atoms.

[0132] According to one embodiment of the present specification, Z3 and Z4 are the same or different and each independently represent a linear or branched alkylene group having 1 to 20 carbon atoms.

[0133] According to one embodiment of the present specification, Z3 and Z4 are the same or different and each independently represent a linear or branched alkylene group having 1 to 10 carbon atoms.

[0134] According to one embodiment of the present specification, Z3 and Z4 are ethylene groups.

[0135] According to one embodiment of the present specification, Z5 and Z6 are the same or different and each independently represent a linear or branched alkylene group having 1 to 30 carbon atoms.

[0136] According to one embodiment of the present specification, Z5 and Z6 are the same or different and each independently represent a linear or branched alkylene group having 1 to 20 carbon atoms.

[0137] According to one embodiment of the present specification, Z5 and Z6 are the same or different and each independently represent a linear or branched alkylene group having 1 to 10 carbon atoms.

[0138] According to one embodiment of the present specification, Z5 and Z6 are ethylene groups.

[0139] According to one embodiment of the present specification, L1 and L2 are the same or different and each independently represent a linear or branched alkyl group having 1 to 30 carbon atoms, or a monocyclic or polycyclic arylene group having 6 to 30 carbon atoms which is substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0140] According to one embodiment of the present specification, L1 and L2 are the same or different and each independently represent a linear or branched alkyl group having 1 to 20 carbon atoms, or a monocyclic or polycyclic arylene group having 6 to 20 carbon atoms, substituted or unsubstituted with a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0141] According to one embodiment of the present specification, L1 and L2 are the same or different and each independently represent a phenylene group unsubstituted or substituted with a methyl group, a phenyl group, or a naphthyl group; or a divalent naphthyl group.

[0142] According to one embodiment of the present specification, R23 to R26 are hydrogen.

[0143] According to one embodiment of the present specification, R27 and R28 are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0144] According to one embodiment of the present specification, R27 and R28 are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0145] According to one embodiment of the present specification, R27 and R28 are the same or different and each independently represent a hydrogen atom; an alkyl group having 1 to 30 carbon atoms; or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0146] According to one embodiment of the present specification, R27 and R28 are the same or different and each independently represent a hydrogen atom; an alkyl group having 1 to 20 carbon atoms; or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0147] According to one embodiment of the present specification, R27 and R28 are the same or different and each independently represent a hydrogen atom, a methyl group, a phenyl group, or a naphthyl group.

[0148] According to one embodiment of the present specification, R1 to R4 are the same or different and each independently represent a hydrogen atom; a cyano group, a linear or branched alkyl group having 1 to 30 carbon atoms, a linear or branched alkenyl group having 2 to 30 carbon atoms, or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms which is substituted or unsubstituted with a monocyclic or polycyclic heterocyclic group having 2 to 30 carbon atoms; a fused ring group of a monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 30 carbon atoms and a monocyclic or polycyclic aliphatic hydrocarbon ring having 3 to 30 carbon atoms; or a polycyclic heteroaryl group having 6 to 30 carbon atoms.

[0149] According to one embodiment of the present specification, R1 to R4 are the same or different and each independently represent a hydrogen atom; a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms which is substituted or unsubstituted with a cyano group, a linear or branched alkyl group having 1 to 20 carbon atoms, a linear or branched alkenyl group having 2 to 20 carbon atoms, or a monocyclic or polycyclic heterocyclic group having 2 to 20 carbon atoms; a fused ring group of a monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 20 carbon atoms and a monocyclic or polycyclic aliphatic hydrocarbon ring having 3 to 20 carbon atoms; or a polycyclic heteroaryl group having 6 to 20 carbon atoms.

[0150] According to one embodiment of the present specification, R1 to R4 are the same or different and each independently represent a hydrogen atom; a phenyl group unsubstituted or substituted with a cyano group or a methyl group; a naphthyl group unsubstituted or substituted with a cyano group; a dihydroindene group; or a quinoline group.

[0151] According to one embodiment of the present specification, R11 and R12 are the same or different and each independently represent a linear or branched alkyl group having 1 to 30 carbon atoms; a monocyclic or polycyclic cycloalkyl group having 6 to 30 carbon atoms; a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 30 carbon atoms, or are bonded to each other to form a monocyclic or polycyclic aliphatic hydrocarbon ring having 6 to 30 carbon atoms and which is substituted or unsubstituted with a linear or branched alkyl group having 1 to 30 carbon atoms.

[0152] According to one embodiment of the present specification, R11 and R12 are the same or different and each independently represent a linear or branched alkyl group having 1 to 20 carbon atoms; a monocyclic or polycyclic cycloalkyl group having 6 to 20 carbon atoms; a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms; or a monocyclic or polycyclic heteroaryl group having 2 to 20 carbon atoms, or are bonded to each other to form a monocyclic or polycyclic aliphatic hydrocarbon ring having 6 to 20 carbon atoms and which is substituted or unsubstituted with a linear or branched alkyl group having 1 to 20 carbon atoms.

[0153] According to one embodiment of the present specification, R11 and R12 are the same or different and each independently represent a methyl group or a phenyl group, or are bonded to each other to form a cyclohexane or cyclododecane substituted or unsubstituted with a methyl group.

[0154] According to one embodiment of the present specification, R13 and R14 are the same or different and each independently represent hydrogen or an aryl group having 6 to 30 carbon atoms, or are bonded to adjacent groups to form a monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 30 carbon atoms.

[0155] According to one embodiment of the present specification, R13 and R14 are the same or different and each independently represent hydrogen or an aryl group having 6 to 20 carbon atoms, or are bonded to adjacent groups to form a monocyclic or polycyclic aromatic hydrocarbon ring having 6 to 20 carbon atoms.

[0156] According to one embodiment of the present specification, R13 and R14 are the same or different and each independently represent a hydrogen atom; a phenyl group; or a naphthyl group, or are bonded to adjacent groups to form benzene.

[0157] According to one embodiment of the present specification, R15 and R16 are the same or different and each independently represent hydrogen or an aryl group having 6 to 30 carbon atoms.

[0158] According to one embodiment of the present specification, R15 and R16 are the same or different and each independently represent hydrogen or an aryl group having 6 to 20 carbon atoms.

[0159] According to one embodiment of the present specification, R15 and R16 are the same or different and each independently represent a hydrogen atom; a phenyl group; or a naphthyl group.

[0160] According to one embodiment of the present specification, the compound represented by Chemical Formula 1a is any one of the following compounds: [ka] [ka] [ka]

[0161] According to one embodiment of the present specification, the chemical formula 2a is any one of the following compounds: [ka] [ka] [ka]

[0162] According to one embodiment of the present specification, the compound represented by Chemical Formula 2a-1 is any one of the following compounds: [ka]

[0163] According to one embodiment of the present specification, the compound represented by Chemical Formula 2a-2 is any one of the following compounds: [ka] [ka]

[0164] According to one embodiment of the present specification, the compound represented by formula 3a is any one of the following compounds: [ka]

[0165] According to one embodiment of the present specification, the compound of Chemical Formula 1a, the compound of Chemical Formula 2a, and the compound of Chemical Formula 3a are included, and the compounds of Chemical Formula 1a, Chemical Formula 2a, and Chemical Formula 3a are included at 0.01 mol% to 99.98 mol%: 0.01 mol% to 99.98 mol%: 0.01 mol% to 99.98 mol%. Specifically, the compounds of Chemical Formula 1a, Chemical Formula 2a, and Chemical Formula 3a are included at 0.1 mol% to 99.8 mol%: 0.1 mol% to 99.8 mol%: 0.1 mol% to 99.8 mol%, 1 mol% to 98 mol%: 1 mol% to 98 mol%: 1 mol% to 98 mol%, or 5 mol% to 90 mol%: 5 mol% to 90 mol%: 5 mol% to 90 mol%.

[0166] According to one embodiment of the present specification, the compound of Chemical Formula 1a, two or more compounds of Chemical Formula 2a, and a compound of Chemical Formula 3a are contained in an amount of 0.01 mol% to 99.98 mol%: 0.01 mol% to 99.98 mol%: 0.01 mol% to 99.98 mol%. Specifically, the amount of the compound of Chemical Formula 1a, two or more compounds of Chemical Formula 2a, and the compound of Chemical Formula 3a is 0.1 mol% to 99.8 mol%: 0.1 mol% to 99.8 mol%: 0.1 mol% to 99.8 mol%, 1 mol% to 98 mol%: 1 mol% to 98 mol%: 1 mol% to 98 mol%, or 5 mol% to 90 mol%: 5 mol% to 90 mol%: 5 mol% to 90 mol%.

[0167] When the compounds of Formulae 1a, 2a, and 3a are contained in the above-mentioned amounts, the polycarbonate resin has excellent processability, the glass transition temperature (Tg) and refractive index can be adjusted, and the chain behavior of the polycarbonate resin can be made flexible, which has advantageous technical effects in injection processing of molded products.

[0168] According to one embodiment of the present specification, the compound of Chemical Formula 1a, the compound of Chemical Formula 2a-1, and the compound of Chemical Formula 3a are included, and the compounds of Chemical Formula 1a, Chemical Formula 2a-1, and Chemical Formula 3a are included at 0.01 mol% to 99.98 mol%: 0.01 mol% to 99.98 mol%: 0.01 mol% to 99.98 mol%. Specifically, the ratios are 0.1 mol% to 99.8 mol%: 0.1 mol% to 99.8 mol%: 0.1 mol% to 99.8 mol%, 1 mol% to 98 mol%: 1 mol% to 98 mol%: 1 mol% to 98 mol%, or 5 mol% to 90 mol%: 5 mol% to 90 mol%: 5 mol% to 90 mol%.

[0169] According to one embodiment of the present specification, the compound of Chemical Formula 1a, the compound of Chemical Formula 2a-2, and the compound of Chemical Formula 3a are included, and the compounds of Chemical Formula 1a, Chemical Formula 2a-2, and Chemical Formula 3a are included at 0.01 mol% to 99.98 mol%: 0.01 mol% to 99.98 mol%: 0.01 mol% to 99.98 mol%. Specifically, the compounds of Chemical Formula 1a, Chemical Formula 2a-2, and Chemical Formula 3a are included at 0.1 mol% to 99.8 mol%: 0.1 mol% to 99.8 mol%: 0.1 mol% to 99.8 mol%, 1 mol% to 98 mol%: 1 mol% to 98 mol%: 1 mol% to 98 mol%, or 5 mol% to 90 mol%: 5 mol% to 90 mol%: 5 mol% to 90 mol%.

[0170] According to one embodiment of the present specification, the compound of Chemical Formula 1a, the compound of Chemical Formula 2a-1, the compound of Chemical Formula 2a-1, and the compound of Chemical Formula 3a are included, and the compound of Chemical Formula 1a, the compound of Chemical Formula 2a-1, the compound of Chemical Formula 2a-1, and the compound of Chemical Formula 3a are contained in an amount of 0.01 mol % to 99.97 mol %: 0.01 mol % to 99.97 mol %: 0.01 mol % to 99.97 mol %: 0.01 mol % to 99.97 mol %. Specifically, it is 0.1 mol% to 99.7 mol%: 0.1 mol% to 99.7 mol%: 0.1 mol% to 99.7 mol%: 0.1 mol% to 99.7 mol%, 1 mol% to 97 mol%: 1 mol% to 97 mol%: 1 mol% to 97 mol%, or 5 mol% to 85 mol%: 5 mol% to 85 mol%: 5 mol% to 85 mol%: 5 mol% to 85 mol%.

[0171] According to one embodiment of the present specification, the polycarbonate precursor is contained in an amount of 50 to 150 parts by mole, preferably 100 parts by mole, relative to a total of 100 parts by mole of the compound of Chemical Formula 1a, the compound of Chemical Formula 2a, and the compound of Chemical Formula 3a in the composition for producing a polycarbonate resin.

[0172] According to one embodiment of the present specification, the polycarbonate precursor is contained in an amount of 50 to 150 parts by mole, preferably 100 parts by mole, relative to a total of 100 parts by mole of the compound of Chemical Formula 1a, the compound of Chemical Formula 2a-1, and the compound of Chemical Formula 3a in the composition for producing a polycarbonate resin.

[0173] According to one embodiment of the present specification, the polycarbonate precursor is contained in an amount of 50 to 150 parts by mole, preferably 100 parts by mole, relative to a total of 100 parts by mole of the compound of Chemical Formula 1a, the compound of Chemical Formula 2a-2, and the compound of Chemical Formula 3a in the composition for producing a polycarbonate resin.

[0174] According to one embodiment of the present specification, the polycarbonate precursor is contained in an amount of 50 to 150 parts by mole, preferably 100 parts by mole, relative to a total of 100 parts by mole of the compound of Chemical Formula 1a, two or more compounds of Chemical Formula 2a, and the compound of Chemical Formula 3a in the composition for producing a polycarbonate resin.

[0175] According to one embodiment of the present specification, the polycarbonate precursor is contained in an amount of 50 to 150 parts by mole, preferably 100 parts by mole, relative to a total of 100 parts by mole of the compound of Chemical Formula 1a, the compound of Chemical Formula 2a-1, the compound of Chemical Formula 2a-2, and the compound of Chemical Formula 3a in the composition for producing a polycarbonate resin.

[0176] When the polycarbonate precursor is contained in the above molar parts, a polycarbonate resin can be produced that is excellent in transparency, heat resistance, refractive index, birefringence, strength, and processability.

[0177] The composition for producing a polycarbonate resin may further contain a solvent.

[0178] The solvent may be, for example, diphenyl ether, dimethylacetamide, or methanol, but is not limited thereto, and any solvent applicable in the art may be appropriately adopted.

[0179] The solvent may be contained in an amount of 5 to 60 parts by weight relative to 100 parts by weight of the composition for producing a resin.

[0180] The solvent may be contained in an amount of preferably 5 to 50 parts by weight, 7 to 45 parts by weight, or 8 to 40 parts by weight relative to 100 parts by weight of the composition for producing a resin.

[0181] According to one embodiment of the present specification, the polycarbonate precursor is contained in an amount of 50 to 150 parts by weight based on 100 parts by weight of the composition for producing a polycarbonate resin.

[0182] When the polycarbonate precursor is contained in the above-mentioned parts by weight, a polycarbonate resin excellent in transparency, heat resistance, refractive index, birefringence, strength, and processability can be produced.

[0183] In one embodiment of the present specification, the compound of Chemical Formula 1a may be included in an amount of 1 part by weight to 100 parts by weight, or 1 part by weight to 99 parts by weight, based on 100 parts by weight of the composition for producing a polycarbonate resin.

[0184] The compound of Chemical Formula 1a may be included in an amount of preferably 1 to 60 parts by weight, 1 to 50 parts by weight, 1 to 40 parts by weight, 1 to 30 parts by weight, 1 to 20 parts by weight, or 1 to 10 parts by weight, based on 100 parts by weight of the composition for producing a polycarbonate resin.

[0185] In one embodiment of the present specification, the compound of Chemical Formula 2a may be included in an amount of 0 to 99 parts by weight, or 1 to 99 parts by weight, relative to 100 parts by weight of the composition for producing a polycarbonate resin.

[0186] The compound of Chemical Formula 2a may be included in an amount of preferably 1 to 60 parts by weight, 1 to 50 parts by weight, 1 to 40 parts by weight, 1 to 30 parts by weight, 1 to 20 parts by weight, or 1 to 10 parts by weight, based on 100 parts by weight of the composition for producing a polycarbonate resin.

[0187] The two or more compounds of Chemical Formula 2a may be contained in an amount of preferably 1 to 60 parts by weight, 1 to 50 parts by weight, 1 to 40 parts by weight, 1 to 30 parts by weight, 1 to 20 parts by weight, or 1 to 10 parts by weight, based on 100 parts by weight of the composition for producing a polycarbonate resin.

[0188] The compound of Chemical Formula 2a-1 may be contained in an amount of preferably 1 to 60 parts by weight, 1 to 50 parts by weight, 1 to 40 parts by weight, 1 to 30 parts by weight, 1 to 20 parts by weight, or 1 to 10 parts by weight, relative to 100 parts by weight of the composition for producing a polycarbonate resin.

[0189] The compound of Chemical Formula 2a-2 may be contained in an amount of preferably 1 to 60 parts by weight, 1 to 50 parts by weight, 1 to 40 parts by weight, 1 to 30 parts by weight, 1 to 20 parts by weight, or 1 to 10 parts by weight, relative to 100 parts by weight of the composition for producing a polycarbonate resin.

[0190] In one embodiment of the present specification, the compound of Chemical Formula 3a may be included in an amount of 0 to 99 parts by weight, or 1 to 99 parts by weight, relative to 100 parts by weight of the composition for producing a polycarbonate resin.

[0191] The compound of Chemical Formula 3a may be included in an amount of preferably 1 to 60 parts by weight, 1 to 50 parts by weight, 1 to 40 parts by weight, 1 to 30 parts by weight, 1 to 20 parts by weight, or 1 to 10 parts by weight, based on 100 parts by weight of the composition for producing a polycarbonate resin.

[0192] According to one embodiment of the present specification, the polycarbonate precursor is a compound of the following chemical formula A: [ka] In the above chemical formula A, Rb1 and Rb2 are the same or different and each independently represent a halogen group; a hydroxy group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; or a substituted or unsubstituted aryl group; a1 and a2 are each 0 or 1.

[0193] According to one embodiment of the present specification, Rb1 and Rb2 are the same or different and each independently represent a halogen group; a substituted or unsubstituted linear or branched alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 6 to 30 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0194] According to one embodiment of the present specification, Rb1 and Rb2 are the same or different and each independently represent a halogen group; a substituted or unsubstituted linear or branched alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted monocyclic or polycyclic cycloalkyl group having 6 to 20 carbon atoms; or a substituted or unsubstituted monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0195] According to one embodiment of the present specification, Rb1 and Rb2 are the same or different and each independently represent a halogen group; a linear or branched alkyl group having 1 to 30 carbon atoms; a monocyclic or polycyclic cycloalkyl group having 6 to 30 carbon atoms; or a monocyclic or polycyclic aryl group having 6 to 30 carbon atoms.

[0196] According to one embodiment of the present specification, Rb1 and Rb2 are the same or different and each independently represent a halogen group; a linear or branched alkyl group having 1 to 20 carbon atoms; a monocyclic or polycyclic cycloalkyl group having 6 to 20 carbon atoms; or a monocyclic or polycyclic aryl group having 6 to 20 carbon atoms.

[0197] According to one embodiment of the present specification, Rb1 and Rb2 are the same or different and each independently represent -Cl; a methyl group; an ethyl group; an n-propyl group; an n-butyl group; an isopropyl group; an isobutyl group; or a phenyl group.

[0198] According to one embodiment of the present specification, the compound represented by formula A is any one selected from the following compounds: [ka]

[0199] The polycarbonate precursor serves to link additional comonomers as needed, and specific examples that can be used in addition to the compound represented by Chemical Formula A include phosgene, triphosgene, diphosgene, bromophosgene, dimethyl carbonate, diethyl carbonate, dibutyl carbonate, dicyclohexyl carbonate, ditolyl carbonate, bis(chlorophenyl)carbonate, m-cresyl carbonate, dinaphthyl carbonate, bis(diphenyl)carbonate, and bishaloformates, and any one or a mixture of two or more of these may be used.

[0200] In one embodiment of the present specification, the polycarbonate resin is preferably polymerized from the compound of formula 1a; and the polycarbonate precursor of formula A.

[0201] In one embodiment of the present specification, it is more preferred that the polycarbonate resin is polymerized from the compound of Chemical Formula 1a, the compound of Chemical Formula 2a, the compound of Chemical Formula 3a, and the polycarbonate precursor of Chemical Formula A.

[0202] In one embodiment of the present specification, the polycarbonate resin is more preferably polymerized from the compound of Chemical Formula 1a, the compound of Chemical Formula 2a-1, the compound of Chemical Formula 3a, and the polycarbonate precursor of Chemical Formula A.

[0203] In one embodiment of the present specification, it is more preferred that the polycarbonate resin is polymerized from the compound of Chemical Formula 1a, the compound of Chemical Formula 2a-2, the compound of Chemical Formula 3a, and the polycarbonate precursor of Chemical Formula A.

[0204] In one embodiment of the present specification, it is more preferred that the polycarbonate resin is polymerized from the compound of Chemical Formula 1a, two or more compounds of Chemical Formula 2a, a compound of Chemical Formula 3a, and the polycarbonate precursor of Chemical Formula A.

[0205] In one embodiment of the present specification, it is more preferred that the polycarbonate resin is polymerized from the compound of Chemical Formula 1a, the compound of Chemical Formula 2a-1, the compound of Chemical Formula 2a-2, the compound of Chemical Formula 3a, and the polycarbonate precursor of Chemical Formula A.

[0206] Polymerization of the compound of formula 1a with the polycarbonate precursor of formula A can form the unit of formula 1 described above; polymerization of the compound of formula 2a with the polycarbonate precursor of formula A can form the unit of formula 2 described above; and polymerization of the compound of formula 3a with the polycarbonate precursor of formula A can form the unit of formula 3 described above.

[0207] The compound of formula 2a-1 can be polymerized with the polycarbonate precursor of formula A to form the unit of formula 2-1, and the compound of formula 2a-2 can be polymerized with the polycarbonate precursor of formula A to form the unit of formula 2-2.

[0208] The compound of Formula 1a and the polycarbonate precursor of Formula A can be polymerized to form the unit of Formula 1 described above.

[0209] The compound of Chemical Formula 1a may be used in an amount of 1 to 100 parts by mole, or 1 to 99 parts by mole, relative to 100 parts by mole of all monomers constituting the polycarbonate resin containing the unit of Chemical Formula 1.

[0210] The polycarbonate precursor of the chemical formula A may be used in an amount of 50 to 150 parts by mole relative to 100 parts by mole of all monomers of the compound of the chemical formula 1a that constitutes the resin.

[0211] The compound of Formula 2a and the polycarbonate precursor of Formula A can be polymerized to form the unit of Formula 2.

[0212] The compound of Chemical Formula 2a may be used in an amount of 1 to 100 parts by mole, or 1 to 99 parts by mole, relative to 100 parts by mole of all monomers constituting the polycarbonate resin containing the unit of Chemical Formula 2.

[0213] The polycarbonate precursor of the chemical formula A may be used in an amount of 50 to 150 parts by mole relative to 100 parts by mole of all monomers of the compound of the chemical formula 2a that constitutes the resin.

[0214] The compound of Formula 2a-1 and the polycarbonate precursor of Formula A can be polymerized to form the unit of Formula 2-1.

[0215] The compound of the chemical formula 2a-1 may be used in an amount of 1 to 100 parts by mole, or 1 to 99 parts by mole, relative to 100 parts by mole of all monomers constituting the polycarbonate resin containing the unit of the chemical formula 2-1.

[0216] The polycarbonate precursor of the chemical formula A may be used in an amount of 50 to 150 parts by mole relative to 100 parts by mole of all monomers of the compound of the chemical formula 2a that constitutes the resin.

[0217] The compound of Formula 2a-2 and the polycarbonate precursor of Formula A can be polymerized to form the unit of Formula 2-2.

[0218] The compound of the chemical formula 2a-2 may be used in an amount of 1 to 100 parts by mole, or 1 to 99 parts by mole, relative to 100 parts by mole of all monomers constituting the polycarbonate resin containing the unit of the chemical formula 2-2.

[0219] The polycarbonate precursor of the chemical formula A may be used in an amount of 50 to 150 parts by mole relative to 100 parts by mole of all monomers of the compound of the chemical formula 2a that constitutes the resin.

[0220] The compound of Formula 3a and the polycarbonate precursor of Formula A can be polymerized to form the unit of Formula 3.

[0221] The compound of Chemical Formula 3a may be used in an amount of 1 to 100 parts by mole, or 1 to 99 parts by mole, relative to 100 parts by mole of all monomers constituting the polycarbonate resin containing the unit of Chemical Formula 3.

[0222] The polycarbonate precursor of the chemical formula A may be used in an amount of 50 to 150 parts by mole relative to 100 parts by mole of all monomers of the compound of the chemical formula 3a that constitutes the resin.

[0223] The polycarbonate precursor of the chemical formula A may be used in an amount of 50 to 150 parts by mole per 100 parts by mole of the total of one or more of the compound of the chemical formula 1a, the compound of the chemical formula 2a, and the compound of the chemical formula 3a that constitute the resin.

[0224] The polycarbonate precursor of the chemical formula A may be used in an amount of 50 to 150 parts by mole per 100 parts by mole of one or more of the compound of the chemical formula 1a, the compound of the chemical formula 2a-1, and the compound of the chemical formula 3a that constitute the resin.

[0225] The polycarbonate precursor of the chemical formula A may be used in an amount of 50 to 150 parts by mole per 100 parts by mole of the total of one or more of the compound of the chemical formula 1a, the compound of the chemical formula 2a-2, and the compound of the chemical formula 3a that constitute the resin.

[0226] The polycarbonate precursor of chemical formula A may be used in an amount of 50 to 150 parts by mole per 100 parts by mole of the total of the compound of chemical formula 1a, two or more compounds of chemical formula 2a, and the compound of chemical formula 3a that constitute the resin.

[0227] The polycarbonate precursor of chemical formula A may be used in an amount of 50 to 150 parts by mole per 100 parts by mole of the compound of chemical formula 1a, the compound of chemical formula 2a-1, the compound of chemical formula 2a-2, and the compound of chemical formula 3a that constitute the resin.

[0228] Polymerization of the resins herein may be accomplished using methods well known in the art.

[0229] The polymerization is preferably carried out by a melt polycondensation method.

[0230] The melt polycondensation method may use the composition for producing a polycarbonate resin, and may further include a catalyst as needed, and may perform melt polycondensation under heating and further under atmospheric pressure or reduced pressure while removing by-products through a transesterification reaction. The catalyst may be a substance generally used in the art.

[0231] Specifically, the melt polycondensation method is preferably carried out by melting the compound of Chemical Formula 1a, the compound of Chemical Formula 2a, the compound of Chemical Formula 3, and the polycarbonate precursor in a reaction vessel, and then allowing the by-product compounds to remain.

[0232] In the melt polycondensation method, the compound of Chemical Formula 1a, the compound of Chemical Formula 2a-1, the compound of Chemical Formula 3, and the polycarbonate precursor are preferably melted in a reaction vessel, and then the reaction is carried out in a state where by-produced compounds are retained.

[0233] In addition, the melt polycondensation method is preferably carried out by melting the compound of Chemical Formula 1a, the compound of Chemical Formula 2a-2, the compound of Chemical Formula 3, and the polycarbonate precursor in a reaction vessel, and then allowing the by-product compounds to remain.

[0234] More specifically, the melt polycondensation method preferably involves melting the compound of Chemical Formula 1a, two or more compounds of Chemical Formula 2a, the compound of Chemical Formula 3, and the polycarbonate precursor in a reaction vessel, and then carrying out the reaction while retaining by-product compounds.

[0235] More specifically, it is preferable to melt the compound of Chemical Formula 1a, the compound of Chemical Formula 2a-1, the compound of Chemical Formula 2a-2, the compound of Chemical Formula 3, and the polycarbonate precursor in a reaction vessel, and then carry out the reaction while retaining by-product compounds.

[0236] In order to retain the by-produced compounds, the reaction apparatus may be blocked or the pressure may be controlled by reducing or increasing the pressure.

[0237] The reaction time in this step is from 20 minutes to 600 minutes, preferably from 40 minutes to 450 minutes, and more preferably from 60 minutes to 350 minutes.

[0238] In this case, if the by-product compounds are distilled off immediately after production, the final resin will have a low content of high molecular weight compounds, whereas if the by-product compounds are allowed to remain in the reaction vessel for a certain period of time, the final resin will have a high content of high molecular weight compounds.

[0239] The melt polycondensation method may be carried out continuously or batchwise. The reaction apparatus used for the reaction may be a vertical type equipped with a soken-type impeller, an anchor-type impeller, a Maxblend impeller, a helical ribbon-type impeller, or the like, a horizontal type equipped with a paddle impeller, a lattice impeller, a spectacle impeller, or the like, or an extruder type equipped with a screw. In addition, it is preferable to use a reaction apparatus that is an appropriate combination of these reaction apparatuses, taking into consideration the viscosity of the polymer.

[0240] In the method for producing the polycarbonate resin used in this specification, after the polymerization reaction is completed, the catalyst may be removed or deactivated in order to maintain thermal stability and hydrolytic stability. A method of deactivating the catalyst by adding an acidic substance known in the art is preferably carried out.

[0241] Examples of the acidic substance include esters such as butyl benzoate; aromatic sulfonic acids such as p-toluenesulfonic acid; aromatic sulfonic acid esters such as butyl p-toluenesulfonate and hexyl p-toluenesulfonate; phosphoric acids such as phosphorous acid, phosphoric acid, and phosphonic acid; phosphites such as triphenyl phosphite, monophenyl phosphite, diphenyl phosphite, diethyl phosphite, di-n-propyl phosphite, di-n-butyl phosphite, di-n-hexyl phosphite, dioctyl phosphite, and monooctyl phosphite; phosphonic acids such as diphenylphosphonic acid, dioctylphosphonic acid, and dibutylphosphonic acid; phosphonic acid esters such as diethyl phenylphosphonate; phosphines such as triphenylphosphine and bis(diphenylphosphino)ethane; boric acids such as boric acid and phenylboric acid; aromatic sulfonates such as tetrabutylphosphonium dodecylbenzenesulfonate; organic halides such as stearic acid chloride, benzoyl chloride, and p-toluenesulfonic acid chloride; alkyl sulfates such as dimethyl sulfate; and organic halides such as benzyl chloride.

[0242] The acidic substance may be used in an amount of 0.1 to 5 parts by mol, preferably 0.1 to 1 part by mol, relative to 100 parts by mol of the catalyst.

[0243] If the amount of the acidic substance is less than 0.1 parts by mole, the deactivation effect will be insufficient, which is not preferred, whereas if the amount is more than 5 parts by mole, the heat resistance of the resin will decrease and the molded product will be prone to coloration, which is not preferred.

[0244] After the catalyst is deactivated, a step of removing low-boiling compounds in the resin by volatilization may be further carried out at a pressure of 0.1 mmHg to 1 mmHg and a temperature of 200° C. to 350° C. For this step, a horizontal apparatus equipped with stirring blades with excellent surface renewal ability, such as paddle blades, lattice blades, or spectacle blades, or a thin-film evaporator is preferably used.

[0245] The resin of the present invention preferably has a minimum content of foreign matter, and filtration of the molten raw material, filtration of the catalyst solution, etc. are preferably carried out.

[0246] The mesh of the filter used for the filtration is preferably 5 μm or less, more preferably 1 μm or less. The produced resin is preferably filtered through a polymer filter. The mesh of the polymer filter is preferably 100 μm or less, more preferably 30 μm or less. The process of collecting resin pellets must be carried out in a low-dust environment, preferably class 6 or less, more preferably class 5 or less.

[0247] Furthermore, examples of methods for molding molded articles containing the polycarbonate resin include, in addition to injection molding, compression molding, casting, roll processing, extrusion molding, and stretching, but are not limited to these.

[0248] Another embodiment herein provides a polycarbonate resin composition comprising a resin according to the above-described embodiment.

[0249] In one embodiment of the present specification, the polycarbonate resin may be contained in an amount of 1 part by weight to 80 parts by weight based on 100 parts by weight of the polycarbonate resin composition.

[0250] In one embodiment of the present specification, the polycarbonate resin composition may further contain a solvent, for example, dimethylacetamide or 1,2-dichlorobenzene.

[0251] The solvent may be included in an amount of 20 to 99 parts by weight based on 100 parts by weight of the polycarbonate resin composition.

[0252] The polycarbonate resin composition may further contain an additional monomer in addition to the compound of Chemical Formula 1a, the compound of Chemical Formula 2a, and the compound of Chemical Formula 3a. The additional monomer is not particularly limited, and any monomer generally used in the technical field related to polycarbonates may be appropriately used as long as it does not change the main physical properties of the polycarbonate resin composition. The additional monomer may be used in an amount of 1 to 50 parts by mole per 100 parts by mole of all monomers constituting the resin including the units of Chemical Formula 1, the units of Chemical Formula 2, and the units of Chemical Formula 3.

[0253] In addition to the polycarbonate resin, the polycarbonate resin composition may further contain, as necessary, additives such as one or more selected from the group consisting of antioxidants, plasticizers, antistatic agents, nucleating agents, flame retardants, lubricants, impact modifiers, fluorescent brighteners, ultraviolet absorbers, inorganic additives, pigments, and dyes.

[0254] The additive may be included in an amount of 1 to 99 parts by weight based on 100 parts by weight of the polycarbonate resin composition.

[0255] The types of the antioxidant, plasticizer, antistatic agent, nucleating agent, flame retardant, lubricant, impact modifier, fluorescent brightener, ultraviolet absorber, inorganic additive, pigment, or dye are not particularly limited, and any agent applicable in the relevant technical field may be appropriately adopted.

[0256] Another embodiment of the present specification provides a molded article comprising a resin composition according to the above-described embodiment.

[0257] In one embodiment of the present specification, the molded article may be produced from the polycarbonate resin composition or a cured product thereof.

[0258] An example of a method for producing the molded product may include the steps of thoroughly mixing the polycarbonate resin and the additives in a mixer, extruding the mixture in an extruder to produce pellets, drying the pellets, and then injecting the pellets into an injection molding machine.

[0259] In one embodiment of the present specification, the molded article is an optical lens.

[0260] In one embodiment of the present specification, the optical lens has a thickness of 0.1 μm to 30 mm.

[0261] The optical lens according to an embodiment of the present specification has a high refractive index, and therefore, an optical lens with a small thickness can be realized.

[0262] The optical lens is manufactured using the polycarbonate resin, has a thin thickness, a high refractive index and high transparency, and is preferably applicable to cameras, mobile phones, vehicles, and autonomous driving sensor lenses.

[0263] In one embodiment of the present specification, the molded article is an optical fiber.

[0264] In one embodiment of the present specification, the molded article is an optical film or an optical thin film, which is manufactured using the polycarbonate resin, has a thin thickness, and has excellent light-collecting and light-diffusing effects, and is preferably applicable to backlight modules of liquid crystal displays, flat lenses, metalenses, etc.

[0265] In one embodiment of the present specification, the optical film or optical thin film has a thickness of 0.1 nm to 10 mm.

[0266] In one embodiment of the present specification, the molded article is an optical resin. The optical resin is manufactured using the polycarbonate resin, and has a small thickness, a high refractive index, a low birefringence, and a low optical loss.

[0267] In one embodiment of the present specification, the molded article is an LED encap. [Example]

[0268] The present invention will now be illustrated in more detail by way of examples. [ka]

[0269] Manufacturing Example 1 Monomer 1-1 (1.141 g (0.005 mol)), Monomer 2-1 (26.582 g (0.045 mol)), Monomer 3-1 (18.708 g (0.050 mol)), and 21.422 g (0.100 mol) of diphenylcarbonate were melted and reacted at 250 °C for 5 hours. As the reaction progressed, phenol was generated as a by-product, and the pressure was reduced to a maximum of 1 Torr to remove it. After the reaction was completed, nitrogen was blown into the reactor to create an atmospheric pressure atmosphere, and Resin 1 was obtained as a polymerized polymer molten resin.

[0270] Manufacturing Example 2 Monomer 1-1 (6.620 g (0.029 mol)), Monomer 2-2 (16.159 g (0.030 mol)), Monomer 3-1 (15.340 g (0.041 mol)), and 21.422 g (0.100 mol) of diphenylcarbonate were melted and reacted at 250 °C for 5 hours. As the reaction progressed, phenol was generated as a by-product, and the pressure was reduced to a maximum of 1 Torr to remove it. After the reaction was completed, nitrogen was blown into the reactor to create an atmospheric pressure atmosphere, and Resin 2 was obtained as a polymerized polymer molten resin.

[0271] Manufacturing Example 3 Monomer 1-1 (22.829 g (0.100 mol)) and 21.422 g (0.100 mol) of diphenylcarbonate were melted and reacted at 250°C for 5 hours. As the reaction progressed, phenol was generated as a by-product, and the pressure was reduced to a maximum of 1 Torr to remove it. After the reaction was completed, nitrogen was blown into the reactor to create an atmospheric pressure atmosphere, and Comparative Example Resin 1 was obtained as a polymerized polymer molten resin.

[0272] Production Example 4 Monomer 3-1 (37.415 g (0.100 mol)) and 21.422 g (0.100 mol) of diphenylcarbonate were melted and reacted at 250°C for 5 hours. As the reaction progressed, phenol was generated as a by-product, and the pressure was reduced to a maximum of 1 Torr to remove it. After the reaction was completed, nitrogen was blown into the reactor to create an atmospheric pressure atmosphere, and Comparative Example Resin 2 was obtained as a polymerized polymer molten resin.

[0273] Manufacturing Example 5 Monomer 2-2 (53.864 g (0.100 mol)) and 21.422 g (0.100 mol) of diphenylcarbonate were melted and reacted at 250°C for 5 hours. As the reaction progressed, phenol was generated as a by-product, and the pressure was reduced to a maximum of 1 Torr to remove it. After the reaction was completed, nitrogen was blown into the reactor to create an atmospheric pressure atmosphere, and Comparative Example Resin 3 was obtained as a polymerized polymer molten resin.

[0274] Manufacturing Example 6 Monomer 2-1 (59.072 g (0.100 mol)) and 21.422 g (0.100 mol) of diphenylcarbonate were melted and reacted at 250°C for 5 hours. As the reaction progressed, phenol was generated as a by-product, and the pressure was reduced to a maximum of 1 Torr to remove it. After the reaction was completed, nitrogen was blown into the reactor to create an atmospheric pressure atmosphere, and Comparative Example Resin 4 was obtained as a polymerized polymer molten resin.

[0275] Manufacturing Examples 7-9 Comparative Resins 5 to 7 were produced in the same manner as in Production Example 1, except that Monomers 1-1, 2-1, 2-2, and 3-1 were used in the molar ratios shown in Table 1 below.

[0276] Example 1, Example 2, and Comparative Examples 1 to 7

[0277] The high shear viscosity of each of the resin samples polymerized in Preparation Examples 1 to 9 was measured. The high shear viscosity was measured by placing 2 g to 5 g of the resin sample in a hybrid rheometer (discovery (HR-2)) at 250°C and 10 Hz to 63 Hz. The melt index (MI) was measured using a Goettfert Melt Indexer (Mi2.2). The sample was dried in an oven at 120°C for at least 5 hours, and then placed in the instrument at a measurement temperature of 260°C and melted for 5 minutes. The weight of the sample passing through the nozzle for 5 seconds while applying a pressure of 2.16 kg was measured, and the weight was converted to g / 10 min to calculate the melt index (MI melt index). The results are shown in Table 1 below.

[0278] [Table 1]

[0279] In Table 1, it can be seen that the resins of Example 1 and Example 2, which are polycarbonate resins according to an embodiment of the present specification, contain the first unit, the second unit, and the third unit, and have a high shear viscosity of 10 Pa s to 260 Pa s at 250°C.

[0280] Specifically, the resins of Examples 1 and 2 have high shear viscosities of 10 Pa·s to 260 Pa·s at one or more of 250°C, 10 Hz and 250°C, 63 Hz (250°C, 10 Hz and / or 250°C, 63 Hz).

[0281] In contrast, Comparative Examples 1 to 4 are polycarbonate resins containing only one of the first unit, the second unit, and the third unit; Comparative Example 5 is a polycarbonate resin containing only the first unit and the third unit; Comparative Example 6 is a polycarbonate resin containing only the first unit and the second unit; and Comparative Example 7 is a polycarbonate resin containing only the second unit and the third unit.

[0282] Specifically, Examples 1 and 2 contain all of the first, second, and third units described herein, while Comparative Examples 1 to 4 contain only one of these units, and Comparative Examples 5 to 7 contain only two of the first, second, and third units. Therefore, Comparative Examples 1 to 7 have high shear viscosities of less than 10 Pa·s or greater than 260 Pa·s at 250°C. Viscosities less than 10 Pa·s are very low, making processing difficult. Viscosities greater than 260 Pa·s impose a heavy processing load, resulting in weld lines, cracks, warpage, birefringence, and other problems during injection molding.

[0283] The refractive indexes of Comparative Examples 2, 3, and 7 are higher than those of Examples 1 and 2, but the high shear viscosity range at 250°C is less than 10 Pa·s or more than 260 Pa·s, making them difficult to process and commercialize.

[0284] Therefore, the polycarbonate resin according to one embodiment of the present specification satisfies a high shear viscosity of 10 Pa·s to 260 Pa·s at 250°C, which reduces the processing load and reduces phenomena such as weld lines, cracks, warpage, and birefringence during injection molding.

Claims

1. a high shear viscosity of 10 Pa s to 260 Pa s at one or more of 250°C, 10 Hz and 250°C, 63 Hz; A polycarbonate resin comprising a first unit of the following chemical formula 1: a second unit of the following chemical formula 2: and a third unit of the following chemical formula 3: 【Chemistry 1】 In the above Chemical Formula 1, X1 to X4 are the same or different and each independently represents O or S; R1 to R4 are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group; Z1 and Z2 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; R and R are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group; R101 and R102 are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group; r101 is 1 or 2, and when r101 is 2, the two R101 are the same or different from each other; r102 is 1 or 2, and when r102 is 2, the two R102 are the same or different from each other; m and n are each an integer from 0 to 6, p is an integer from 1 to 6; When m, n, and p are each 2 or more, the structures in the two or more brackets may be the same or different, * indicates a site connected to the main chain of the resin. 【Chemistry 2】 In the above Chemical Formula 2, X5 to X8 are the same or different and each independently represents O or S; L1 and L2 are the same or different and each independently represent a substituted or unsubstituted arylene group; R13 and R14 are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group; Z and Z are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; m' and n' are each an integer from 0 to 6, p' is an integer from 1 to 6, r13 and r14 each represent an integer of 1 to 4, when r13, r14, m', n', and p' are each 2 or more, the structures in the parentheses are the same or different from each other, * indicates a site connected to the main chain of the resin. 【Transformation 3】 In the above Chemical Formula 3, X9 to X12 are the same or different and each independently represents O or S; Z5 and Z6 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; R15 and R16 are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group; m″ and n″ are each an integer from 0 to 6; p″ is an integer from 1 to 6; r15 and r16 each represent an integer of 1 to 6; When r15, r16, m'', n'', and p'' are each 2 or more, the structures in the two or more brackets are the same or different from each other, * indicates the site connected to the main chain of the resin.

2. A polycarbonate resin comprising a first unit of the following chemical formula 1; a second unit of the following chemical formula 2; and a third unit of the following chemical formula 3: 【Chemistry 4】 In the above Chemical Formula 1, X1 to X4 are the same or different and each independently represents O or S; R1 to R4 are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group; Z1 and Z2 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; R and R are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group; R101 and R102 are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group; r101 is 1 or 2, and when r101 is 2, the two R101 are the same or different from each other; r102 is 1 or 2, and when r102 is 2, the two R102 are the same or different from each other; m and n are each an integer from 0 to 6, p is an integer from 1 to 6; When m, n, and p are each 2 or more, the structures in the two or more brackets may be the same or different, * indicates a site connected to the main chain of the resin. 【Transformation 5】 In the above Chemical Formula 2, X5 to X8 are the same or different and each independently represents O or S; L1 and L2 are the same or different and each independently represent a substituted or unsubstituted arylene group; R13 and R14 are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group; Z and Z are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; m' and n' are each an integer from 0 to 6, p' is an integer from 1 to 6, r13 and r14 each represent an integer of 1 to 4, when r13, r14, m', n', and p' are each 2 or more, the structures in the parentheses are the same or different from each other, * indicates a site connected to the main chain of the resin. 【Transformation 6】 In the above Chemical Formula 3, X9 to X12 are the same or different and each independently represents O or S; Z5 and Z6 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; R15 and R16 are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group; m″ and n″ are each an integer from 0 to 6; p″ is an integer from 1 to 6; r15 and r16 each represent an integer of 1 to 6; When r15, r16, m'', n'', and p'' are each 2 or more, the structures in the two or more brackets are the same or different from each other, * indicates the site connected to the main chain of the resin.

3. 3. The polycarbonate resin according to claim 1, which has a high shear viscosity of 30 Pa·s to 260 Pa·s at one or more of 250°C, 10 Hz and 250°C, 63 Hz.

4. 3. The polycarbonate resin according to claim 1, which has a refractive index of 1.6 to 1.8 at 587 nm.

5. 3. The polycarbonate resin according to claim 1, having a melt index (MI) of 150 or less.

6. The polycarbonate resin according to claim 1 or 2, wherein the chemical formula 2 is one or more of the following chemical formulas 2-1 and 2-2: 【Transformation 7】 In the chemical formulas 2-1 and 2-2, *, X5 to X8, Z3, Z4, R13, r13, R14, r14, n', m', and p' are the same as those in Chemical Formula 2. R23 to R28 are the same or different and each independently represent hydrogen; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; r23 to r26 are each an integer of 1 to 3, r27 and r28 each represent an integer of 1 to 4, When each of r23 to r28 is 2 or more, the structures in the two or more brackets may be the same or different.

7. 3. The polycarbonate resin according to claim 1, comprising two or more second units of Chemical Formula 2.

8. A compound of formula 1a: A compound of formula 2a: A compound of formula 3a:

4. A method for producing a polycarbonate resin according to claim 1, comprising a step of polymerizing a composition for producing a polycarbonate resin, the composition comprising a polycarbonate precursor, wherein the polycarbonate resin has a high shear viscosity of 10 Pa s to 260 Pa s at one or more of 250°C, 10 Hz and 250°C, 63 Hz: 【Transformation 8】 In the above formula 1a, X1 to X4 are the same or different and each independently represents O or S; R1 to R4 are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group; Z1 and Z2 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; R and R are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group; R101 and R102 are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group; r101 is 1 or 2, and when r101 is 2, the two R101 are the same or different from each other; r102 is 1 or 2, and when r102 is 2, the two R102 are the same or different from each other; m and n are each an integer from 0 to 6, When m and n are each 2 or more, the structures in the two or more parentheses may be the same or different, 【Chemistry 9】 In the above formulas 2a and 3a, X5 to X12 are the same or different and each independently represents O or S; L1 and L2 are the same or different and each independently represent a substituted or unsubstituted arylene group; Z3 to Z6 are the same or different and each independently represent a substituted or unsubstituted alkylene group; or a substituted or unsubstituted cycloalkylene group; R13 to R16 are the same or different and each independently represent a hydrogen atom; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted cycloalkyl group; r13 and r14 each represent an integer of 1 to 4, r15 and r16 each represent an integer of 1 to 6; m', m'', n', and n'' are each an integer from 0 to 6; When each of r13 to r16, m', m'', n', and n'' is 2 or more, the structures in the two or more brackets may be the same or different.

9. 9. The method for producing a polycarbonate resin according to claim 8, wherein the compound of Chemical Formula 1a, the compound of Chemical Formula 2a, and the compound of Chemical Formula 3a are contained in an amount of 0.01 mol% to 99.98 mol%: 0.01 mol% to 99.98 mol%: 0.01 mol% to 99.98 mol%.

10. 9. The method for producing a polycarbonate resin according to claim 8, wherein the polycarbonate precursor is a compound represented by the following chemical formula A: 【Chemistry 10】 In the above chemical formula A, Rb1 and Rb2 are the same or different and each independently represent a halogen group; a hydroxy group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; or a substituted or unsubstituted aryl group; a1 and a2 are each 0 or 1.

11. A polycarbonate resin composition comprising the polycarbonate resin according to claim 1 or 2.

12. A molded article comprising the polycarbonate resin composition according to claim 11.

13. The molded article according to claim 12, wherein the molded article is an optical lens.

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