CN112250851A - Optical polycarbonate resin and manufacturing method and application thereof - Google Patents

Optical polycarbonate resin and manufacturing method and application thereof Download PDF

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CN112250851A
CN112250851A CN202010939381.5A CN202010939381A CN112250851A CN 112250851 A CN112250851 A CN 112250851A CN 202010939381 A CN202010939381 A CN 202010939381A CN 112250851 A CN112250851 A CN 112250851A
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polycarbonate resin
general formula
structural unit
unit represented
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曾伟
隋东武
王晓东
李强
王磊
黎源
赵欣
陈永
杨洋
杨井涛
宋延方
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Wanhua Chemical Group Co Ltd
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G64/00Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/04Aromatic polycarbonates
    • C08G64/06Aromatic polycarbonates not containing aliphatic unsaturation
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G64/00Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/04Aromatic polycarbonates
    • C08G64/06Aromatic polycarbonates not containing aliphatic unsaturation
    • C08G64/08Aromatic polycarbonates not containing aliphatic unsaturation containing atoms other than carbon, hydrogen or oxygen
    • C08G64/081Aromatic polycarbonates not containing aliphatic unsaturation containing atoms other than carbon, hydrogen or oxygen containing sulfur
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G64/00Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/20General preparatory processes
    • C08G64/30General preparatory processes using carbonates
    • C08G64/305General preparatory processes using carbonates and alcohols
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G64/00Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
    • C08G64/20General preparatory processes
    • C08G64/30General preparatory processes using carbonates
    • C08G64/307General preparatory processes using carbonates and phenols
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • G02B1/041Lenses

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Abstract

The invention discloses an optical polycarbonate resin for an optical lens, a preparation method and application thereof, wherein the polycarbonate resin comprises a structural unit shown in a general formula (1),

Description

Optical polycarbonate resin and manufacturing method and application thereof
Technical Field
The invention relates to the field of polycarbonate, in particular to optical polycarbonate resin for an optical lens and a preparation method and application thereof.
Background
At present, mobile intelligent terminals, automobile intellectualization, security monitoring and the like are in closer and closer contact with life of people, and cameras are important components in the fields. The most critical of the camera is the optical material used for the lens, and the optical glass and the optical resin are mainly used in the market at present. The optical glass has high processing cost, difficult molding and great technical difficulty, and the optical resin can be molded by conventional injection molding, so the production efficiency is high and the cost is low. Therefore, the use of optical resin materials for optical lenses is becoming the mainstream of the market.
Since optical lenses are mainly used in consumer electronics products, there is a trend of rapid iterative changes in demand for product performance by manufacturers and consumers. In recent years, the requirements of the market on the weight, thickness, imaging quality and the like of optical lens products are increased year by year, light, thin and high-definition lenses are in the mainstream trend, and the optical indexes such as the refractive index of the existing optical resin are difficult to meet the requirements. Therefore, it is required to develop an optical resin having a higher refractive index to meet further demands of consumers.
Patent document cn201310062561.x proposes a polycarbonate containing 9, 9-bis- (4- (2-hydroxyethoxy) phenyl) fluorene and its derivatives, and the refractive index described in examples is less than or equal to 1.64, which is difficult to meet the current market demand.
Patent document CN104769007A discloses a polycarbonate containing 2, 2-bis- (2-hydroxyethoxy) -1, 1-binaphthyl and derivatives thereof, and the refractive index described in the examples is less than or equal to 1.668.
As described above, as the optical lens is developed to be light, thin and high in imaging quality, the demand for optical resin with high refractive index is greatly increased, and how to design and manufacture an optical resin with high radiance, simple manufacturing method and industrialization prospect becomes a problem to be solved in the industry.
Disclosure of Invention
The invention aims to provide an optical polycarbonate resin and a manufacturing method thereof, wherein the resin has high refractive index and stable performance, can meet the use requirement of an optical lens, and has simple manufacturing method and low cost.
Another object of the present invention is to provide an application of the optical polycarbonate resin, which is used in a field where a refractive index requirement is high, such as an optical lens.
In order to solve the above problems, the present invention provides a polycarbonate resin comprising a structural unit represented by the general formula (1),
Figure BDA0002673096250000021
in the general formula (1), Z represents an alkylene group having 1 to 10 carbon atoms, preferably an alkylene group having 1 to 6 carbon atoms, more preferably a methylene group, an ethylene group, -CH2-CH2-CH2-、-CH2-CH2-CH2-CH2-。
Preferably, the polycarbonate resin of the present invention further comprises a structural unit represented by the general formula (2),
Figure BDA0002673096250000031
in the general formula (2), X represents an alkylene group having 1 to 8 carbon atoms, preferably an alkylene group having 1 to 6 carbon atoms, more preferably a methylene group, an ethylene group, -CH2-CH2-CH2-、-CH2-CH2-CH2-CH2-。
Preferably, the polycarbonate resin of the present invention may further comprise a structural unit represented by the general formula (3).
Figure BDA0002673096250000032
Preferably, the polycarbonate resin of the present invention comprises 1 to 100 mol%, preferably 10 to 85 mol%, of the structural unit represented by the general formula (1).
Preferably, the polycarbonate resin of the present invention comprises structural units represented by general formulae (1) and (2), and the proportion of the structural unit represented by general formula (1) is 5 to 55 mol%, preferably 10 to 45 mol%, and the proportion of the structural unit represented by general formula (2) is 45 to 95 mol%, preferably 55 to 90 mol%, based on 100 mol% of the total of the structural units represented by general formulae (1) and (2). The polycarbonate resin comprising the two structural units of the general formula (1) and the general formula (2) in the above ratio range can reduce the processing temperature and prevent the product from degradation and yellowing during processing.
Preferably, the polycarbonate resin of the present invention comprises the structural units represented by the general formulae (1) and (3), and the proportion of the structural unit represented by the general formula (1) is 30 to 95 mol%, preferably 55 to 85 mol%, for example, 60%, 70%, 80%, and the proportion of the structural unit represented by the general formula (3) is 5 to 70 mol%, preferably 15 to 45 mol%, for example, 20%, 30%, 40%, based on 100 mol% of the total amount of the structural units represented by the general formulae (1) and (3). The polycarbonate resin comprising the two structural units of the general formula (1) and the general formula (3) in the above ratio range can improve product hardness and scratch resistance.
Preferably, the polycarbonate resin of the present invention comprises structural units represented by general formulae (1) to (3), wherein the proportion of the structural unit represented by general formula (1) is 1 to 65 mol%, preferably 5 to 49 mol%, for example 10%, 20%, 30%, 40%, the proportion of the structural unit represented by general formula (2) is 10 to 80 mol%, preferably 25 to 75 mol%, for example 30%, 40%, 50%, 60%, 70%, and the proportion of the structural unit represented by general formula (3) is 5 to 60 mol%, preferably 20 to 45 mol%, for example 25%, 30%, 40%, based on 100 mol% of the total amount of the structural units represented by general formulae (1), (2), and (3). The polycarbonate resin containing the two structural units of the general formula (1), the general formula (2) and the general formula (3) in the proportion range can enable a product to have a proper processing temperature, simultaneously has good hardness, and expands the application range of the product.
The structural unit of the polycarbonate resin of the present invention may contain other structural units in addition to the structural units of the general formulae (1), (2) and (3), and preferably contains 15 mol% or less, more preferably 10 mol% or less, and still more preferably 5 mol% or less, within a range not to impair the effects of the present invention.
The form of the structural unit represented by the general formula (1), the general formula (2) or the general formula (3) in the present invention is not particularly limited. For example, in the present invention, the polycarbonate resin may contain a copolymer containing structural units represented by general formulae (1), (2) and (3), or may be a ternary resin or a binary resin containing homopolymers composed of the respective structural units; alternatively, the copolymer may be a blend obtained by blending a copolymer containing the structural units represented by the general formulae (1) and (2) with a homopolymer containing the structural unit represented by the general formula (3), or a blend obtained by blending a copolymer containing the structural units represented by the general formulae (1) and (2) with a copolymer containing the structural units represented by the general formulae (1) and (3).
The polycarbonate resin of the present invention may have any structure of random, block and alternating copolymer structures.
The polycarbonate resin of the present invention has a weight average molecular weight (Mw) of 10000 to 150000, preferably a weight average molecular weight (Mw) of 30000 to 120000, more preferably 45000 to 85000. When Mw is less than 10000, the molded article becomes brittle and is not preferable. When Mw is more than 150000, the increase in melt viscosity is not preferable because flowability is deteriorated and injection molding in a molten state is difficult.
The polycarbonate resin has a refractive index (nD) of 1.709-1.778 at 23 ℃ and a wavelength of 589 nm. The polycarbonate resin of the present invention has a high refractive index (nD) and is suitable for optical lens materials. The refractive index was measured using an Abbe refractometer according to the method of JIS K-7142 for a film having a thickness of 0.1 mm.
The polycarbonate resin of the present invention may contain an auxiliary agent such as an antioxidant, a mold release agent, an ultraviolet absorber, a fluidity improver, a crystal nucleating agent, a reinforcing agent, a dye, an antistatic agent or an antibacterial agent.
The polycarbonate resin of the invention can contain one or more of lanthanum, cesium, sodium, lithium, potassium, calcium, magnesium, strontium and barium, and the lanthanum, cesium, sodium, lithium, potassium, calcium, magnesium, strontium and barium in the polycarbonate resin are mainly from catalysts added in the preparation process.
The polycarbonate resin of the present invention can be prepared by reacting a dihydroxy compound comprising the general structural formula (4) with a carbonic acid diester.
Preferably, the polycarbonate resin of the present invention can be prepared by reacting a dihydroxy compound comprising the structural formula (4) and the formula (5) or the formula (6) with a carbonic acid diester.
Preferably, the polycarbonate resin of the present invention can be prepared by reacting a carbonic acid diester with a dihydroxy compound comprising the structural formulae (4), (5) and (6).
In some preferred embodiments of the present invention, the dihydroxy compound and the carbonic acid diester are produced by a melt transesterification polycondensation method in the presence of a basic compound catalyst, an ester exchange catalyst, or a mixed catalyst of both, or in the absence of a catalyst.
Figure BDA0002673096250000061
Z represents an alkylene group having 1 to 10 carbon atoms, preferably an alkylene group having 1 to 6 carbon atoms, more preferably a methylene group, an ethylene group, -CH2-CH2-CH2-、-CH2-CH2-CH2-CH2-。
Figure BDA0002673096250000062
X represents an alkylene group having 1 to 8 carbon atoms, preferably an alkylene group having 1 to 6 carbon atoms, more preferably a methylene group, an ethylene group, -CH2-CH2-CH2-、-CH2-CH2-CH2-CH2-。
General formula (6):
Figure BDA0002673096250000063
preferably, the dihydroxy compound represented by the general formula (4) is selected from the following isoviolanthrone derivative structures.
Figure BDA0002673096250000064
Preferably, the dihydroxy compound represented by the general formula (5) is selected from the following thioindigo derivative structures.
Figure BDA0002673096250000071
The carbonic acid diester described in the present invention is one or more of diphenyl carbonate, ditolyl carbonate, dimethyl carbonate, diethyl carbonate, dibutyl carbonate, dicyclohexyl carbonate, etc., and diphenyl carbonate is particularly preferable.
The molar ratio of the carbonic acid diester to the sum of the dihydroxy compounds of the general formulae (4), (5) and (6) added is 0.95 to 1.25:1, preferably 0.97 to 1.2:1, more preferably 0.98 to 1.03: 1.
The alkaline compound catalyst is one or more of lanthanum acetylacetonate, magnesium hydroxide, calcium hydroxide, strontium hydroxide, barium hydroxide, magnesium bicarbonate, calcium bicarbonate, strontium bicarbonate, barium bicarbonate, magnesium carbonate, calcium carbonate, strontium carbonate, barium carbonate, magnesium acetate, calcium acetate, strontium acetate, barium acetate, magnesium stearate, calcium benzoate, magnesium phenylphosphate, tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrapropylammonium hydroxide, tetrabutylammonium hydroxide, trimethylbenzylammonium hydroxide, triethylamine, dimethylbenzylamine, triphenylamine, diethylamine, tetramethylammonium borohydride, tetrabutylammonium tetraphenylborate, tetraphenylammonium tetraborate, and the like, and preferably one or more of lanthanum acetylacetonate and tetramethylammonium hydroxide.
The transesterification catalyst of the present invention may be one or more selected from zinc acetate, zinc benzoate, zinc 2-ethylhexanoate, tin chloride, tin acetate, zirconium acetylacetonate, zirconium oxyacetate, tetrabutoxyzirconium, lead acetate, etc., preferably one or more selected from zinc acetate, zirconium acetylacetonate, and tin chloride.
The molar ratio of the total of the basic compound catalyst and the transesterification catalyst added to the total of the dihydroxy compounds to be used in the present invention is 1X 10-8~1×10-3The preferred ratio is 1X 10-6~1×10-4
In some preferred embodiments of the present invention, the preparation method of the polycarbonate comprises adding the dihydroxy compound represented by the general formula (4), the optional general formula (5) and/or the general formula (6), the carbonic acid diester, the catalyst and the optional auxiliary agent into a reactor, sufficiently replacing air in the reactor with nitrogen for 3-5 times, and then heating to melt the materials in the reactor, wherein the melting temperature is 150-280 ℃, preferably 190-250 ℃, and the retention time of the stage is 30-60 min, preferably 40-50 min. After the materials are melted, starting stirring, starting pressure reduction or pressurization control, raising the temperature to the transesterification reaction temperature, wherein the transesterification reaction temperature is 170-340 ℃, preferably 230-280 ℃, and the retention time of the stage is 60-320 min, preferably 100-180 min. And then, continuously reducing the pressure and raising the temperature, and starting the polycondensation reaction, wherein the system pressure in the stage is 5-1000 Pa (A), preferably 50-100 Pa (A), the reaction temperature in the stage is 200-350 ℃, preferably 270-310 ℃, and the residence time in the stage is 5-120 min, preferably 25-80 min. During the reaction, the small molecular compounds formed are immediately removed by distillation, and finally a high molecular weight polycarbonate resin is obtained in the reactor.
The blends of the present invention can be obtained by blending the different polycarbonates obtained by polymerization in equipment such as extruders, kneaders, mixers and the like.
The polycarbonate resin of the invention can reach a high refractive index of more than 1.77, and has better hardness and proper processing temperature. The optical lens produced using the polycarbonate resin of the present invention can be used in high-end fields such as telescopes, binoculars, unmanned lenses, VR/AR lenses and the like because of its high refractive index, low abbe number and high stability. Due to the high refractive index, the number of lens lenses can be reduced, the light weight and the reduction of the production cost can be realized, and the optical lens is a lens material with great prospect in the field of optical lenses.
Detailed Description
The present invention will now be described with reference to specific embodiments. It should be noted that the examples are given solely for the purpose of illustration and are not to be construed as limitations on the scope of the invention, as the invention is intended to be limited only by the appended claims, and all insubstantial modifications and variations thereof are intended to be covered by the claims.
1) Weight average molecular weight (Mw): a calibration curve was prepared using standard polystyrene of a known molecular weight (molecular weight distribution of 1) using Gel Permeation Chromatography (GPC) with tetrahydrofuran as a developing solvent. Based on the standard curve, Mw was calculated from the retention time of GPC.
2) Refractive index (nD): a film having a thickness of 0.1mm and comprising the polycarbonate resin obtained in the examples was measured by the method according to JIS-K-7142 using an Abbe refractometer.
3) YI (yellow index): the test was performed according to GB 2409-1980.
4)4) pencil hardness: the test was performed according to GB T6739-2006.
The raw material sources are as follows:
raw material DBPEF: xuzhou Kaida Fine chemical Co., Ltd
Raw material DBPBF: xuzhou Kaida Fine chemical Co., Ltd
Raw material SDPEF: hubei Jusheng science and technology Co., Ltd
Raw material SDPBF: hubei Jusheng science and technology Co., Ltd
Raw material BP-S: nanjing Guang Jun chemical Co Ltd
Example 1
32.22g (0.045mol) of DBPEF as a raw material, 16g (0.025mol) of SDPEF as a raw material, 7.5g (0.03mol) of BP-S as a raw material, 22.042g (0.103mol) of diphenyl carbonate, and 32.58. mu.g (1X 10 mol)-6Putting mol) cesium carbonate into a 200ml four-neck flask with a stirrer and a distillation device, replacing 5 times with nitrogen, heating to 250 ℃ under nitrogen atmosphere 101Kpa (A), starting heating for 40min, then confirming that the raw materials are completely dissolved, starting stirring, adjusting the pressure to 20Kpa (A), simultaneously raising the temperature to 280 ℃ at the speed of 60 ℃/hr, confirming that phenol generated as a byproduct starts distilling, maintaining the temperature to 280 ℃ for reaction for 120min, then raising the temperature to 310 ℃ at the speed of 80 ℃/hr, after the temperature reaches 310 ℃, gradually reducing the pressure to 50Pa (A) within 1 hour, stirring and reacting for 45min under the condition, and finishing the reaction. After the reaction, nitrogen gas was introduced into the four-neck flask to return to normal pressure, and the resulting polycarbonate resin was taken out and subjected to performance evaluation, and the measured physical property parameters of the obtained polycarbonate were shown in Table 1.
Example 2
19.3g (0.025mol) of DBPBF as a raw material, 24.36g (0.035mol) of SDPBF as a raw material, 10g (0.04mol) of BP-S as a raw material, 21.4g (0.1mol) of diphenyl carbonate, and 43.62mg (1X 10 mol)-4The same operations as in example 1 were carried out except that mol) of lanthanum acetylacetonate was charged in a 200ml four-necked flask equipped with a stirrer and a distillation apparatus, and physical properties of the obtained polycarbonate were as shown in Table 1.
Example 3
7.16g (0.01mol) of DBPEF as a raw material, 31.32g (0.045mol) of SDPBF as a raw material, 11.25g (0.045mol) of BP-S as a raw material, 20.972g (0.098mol) of diphenyl carbonate, and 325.8. mu.g (1X 10 mol)-5The same operations as in example 1 were carried out except that mol) cesium carbonate was charged in a 200ml four-necked flask equipped with a stirrer and a distillation apparatus, and the physical properties of the obtained polycarbonate were as shown in Table 1.
Example 4
0.772g (0.001mol) of DBPBF as a raw material, 39.04g (0.061mol) of SDPEF as a raw material, 9.5g (0.038mol) of BP-S as a raw material, 21.4g (0.1mol) of diphenyl carbonate, and 325.8. mu.g (1X 10 mol)-5mol) Cesium carbonate into a 200ml four-port container with a stirrer and a distillation devicePhysical properties of the obtained polycarbonate were as shown in Table 1, except that the contents of the flask were changed in the same manner as in example 1.
Example 5
7.16g (0.01mol) of DBPEF as a raw material, 57.6g (0.09mol) of SDPEF as a raw material, 21.614g (0.101mol) of diphenyl carbonate, and 3.258mg (1X 10 mol)-4The same operations as in example 1 were carried out except that mol) cesium carbonate was charged in a 200ml four-necked flask equipped with a stirrer and a distillation apparatus, and the physical properties of the obtained polycarbonate were as shown in Table 1.
Example 6
34.74g (0.045mol) of DBPBF as a raw material, 38.28g (0.055mol) of SDPBF as a raw material, 22.042g (0.103mol) of diphenyl carbonate, and 325.8. mu.g (1X 10 mol) of SDPBF-5The same operations as in example 1 were carried out except that mol) cesium carbonate was charged in a 200ml four-necked flask equipped with a stirrer and a distillation apparatus, and the physical properties of the obtained polycarbonate were as shown in Table 1.
Example 7
21.48g (0.03mol) of DBPEF as a raw material, 44.8g (0.07mol) of SDPEF as a raw material, 21.186g (0.099mol) of diphenyl carbonate, and 911.5. mu.g (1X 10 mol) of diphenyl carbonate were mixed together-4The same operations as in example 1 were carried out except that mol) of tetramethylammonium hydroxide was charged in a 200ml four-necked flask equipped with a stirrer and a distillation apparatus, and physical properties of the obtained polycarbonate were as shown in Table 1.
Example 8
65.62g (0.085mol) of DBPBF as a raw material, 3.75g (0.015mol) of BP-S as a raw material, 21.828g (0.102mol) of diphenyl carbonate, and 843.1. mu.g (1X 10 mol)-4mol) magnesium carbonate was put in a 200ml four-necked flask equipped with a stirrer and a distillation apparatus, and physical properties of the obtained polycarbonate were as shown in Table 1 except that the same operations as in example 1 were carried out.
Example 9
39.38g (0.055mol) of DBPEF as a raw material, 11.25g (0.045mol) of BP-S as a raw material, 21.614g (0.101mol) of diphenyl carbonate, and 3.258mg (1X 10 mol)-4The same operations as in example 1 were carried out except that mol) cesium carbonate was charged in a 200ml four-necked flask equipped with a stirrer and a distillation apparatus, and the physical properties of the obtained polycarbonate were as shown in Table 1.
Example 10
50.18g (0.065mol) of DBPBF as a raw material, 8.75g (0.035mol) of BP-S as a raw material, 22.042g (0.103mol) of diphenyl carbonate, and 325.8. mu.g (1X 10 mol)-5The same operations as in example 1 were carried out except that mol) cesium carbonate was charged in a 200ml four-necked flask equipped with a stirrer and a distillation apparatus, and the physical properties of the obtained polycarbonate were as shown in Table 1.
Example 11
71.6g (0.1mol) of DBPEF as a raw material, 21.828g (0.102mol) of diphenyl carbonate, and 325.8. mu.g (1X 10 mol)- 5The same operations as in example 1 were carried out except that mol) cesium carbonate was charged in a 200ml four-necked flask equipped with a stirrer and a distillation apparatus, and the physical properties of the obtained polycarbonate were as shown in Table 1.
TABLE 1
Figure BDA0002673096250000121

Claims (9)

1. A polycarbonate resin comprising a structural unit represented by the general formula (1),
Figure FDA0002673096240000011
in the general formula (1), Z represents an alkylene group having 1 to 10 carbon atoms, preferably an alkylene group having 1 to 6 carbon atoms, more preferably a methylene group, an ethylene group, -CH2-CH2-CH2-、-CH2-CH2-CH2-CH2-。
2. The polycarbonate resin according to claim 1, further comprising a structural unit represented by the general formula (2),
Figure FDA0002673096240000012
in the general formula (2), X represents an alkylene group having 1 to 8 carbon atoms, preferably an alkylene group having 1 to 6 carbon atoms, more preferably a methylene group, an ethylene group, -CH2-CH2-CH2-、-CH2-CH2-CH2-CH2-。
3. The polycarbonate resin according to claim 1, further comprising a structural unit represented by the general formula (3),
Figure FDA0002673096240000013
4. the polycarbonate resin according to any one of claims 1 to 3, wherein the polycarbonate resin comprises 1 to 100 mol%, preferably 10 to 85 mol%, of the structural unit represented by the general formula (1).
5. The polycarbonate resin according to any one of claims 1 to 3, which comprises structural units represented by general formulae (1) to (3), wherein the proportion of the structural unit represented by general formula (1) is 1 to 65 mol%, preferably 5 to 49 mol%, the proportion of the structural unit represented by general formula (2) is 10 to 80 mol%, preferably 25 to 75 mol%, and the proportion of the structural unit represented by general formula (3) is 5 to 60 mol%, preferably 20 to 45 mol%.
6. The polycarbonate resin according to any one of claims 1 to 3, which comprises structural units represented by the general formulae (1) to (2), wherein the proportion of the structural unit represented by the general formula (1) is 5 to 55 mol%, preferably 10 to 45 mol%, and the proportion of the structural unit represented by the general formula (2) is 45 to 95 mol%, preferably 55 to 90 mol%, based on 100 mol% of the total amount of the structural units represented by the general formulae (1) and (2).
7. The polycarbonate resin according to claim 2, comprising structural units represented by general formulae (1) and (3), wherein the proportion of the structural unit represented by general formula (1) is 30 to 95 mol%, preferably 55 to 85 mol%, and the proportion of the structural unit represented by general formula (3) is 5 to 70 mol%, preferably 15 to 45 mol%, based on 100 mol% of the total amount of the structural units represented by general formulae (1) and (3).
8. The method for producing a polycarbonate resin according to any one of claims 1 to 7, wherein the polycarbonate resin is produced by transesterification of a dihydroxy compound represented by the general structural formula (4) with a carbonic acid diester;
preferably, the polycarbonate resin is prepared by transesterification of a dihydroxy compound comprising the structural formula (4) and the formula (5) or the formula (6) with a carbonic acid diester;
preferably, the polycarbonate resin is prepared by reacting a dihydroxy compound comprising the structural formulae (4), (5) and (6) with a carbonic acid diester.
9. Use of the polycarbonate resin according to any one of claims 1 to 7 or the polycarbonate resin produced by the method according to claim 8, wherein the polycarbonate resin is used for an optical lens.
CN202010939381.5A 2020-09-09 2020-09-09 Optical polycarbonate resin and manufacturing method and application thereof Pending CN112250851A (en)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112961336A (en) * 2021-04-09 2021-06-15 万华化学集团股份有限公司 Polycarbonate resin with stable high refractive index, preparation method and application thereof
CN113968963A (en) * 2021-12-01 2022-01-25 万华化学集团股份有限公司 Polycarbonate and preparation method and application thereof
CN114085367A (en) * 2021-11-16 2022-02-25 万华化学集团股份有限公司 Optical polycarbonate resin, preparation method and application thereof

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112961336A (en) * 2021-04-09 2021-06-15 万华化学集团股份有限公司 Polycarbonate resin with stable high refractive index, preparation method and application thereof
CN114085367A (en) * 2021-11-16 2022-02-25 万华化学集团股份有限公司 Optical polycarbonate resin, preparation method and application thereof
CN113968963A (en) * 2021-12-01 2022-01-25 万华化学集团股份有限公司 Polycarbonate and preparation method and application thereof
CN113968963B (en) * 2021-12-01 2023-08-11 万华化学集团股份有限公司 Polycarbonate and preparation method and application thereof

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